Tuesday, August 18, 2009 2:16:57 PM
135 East 57th Street
New York, New York 10022
Dear Stockholder:
Below are details of important and timely matters that require your immediate attention.
You are cordially invited to attend a Special Meeting of Stockholders of E*TRADE Financial Corporation
(“E*TRADE,” “we,” “us” or the “Company”) that will be held on Wednesday, August 19, 2009, at 9 a.m., local
time, at Sofitel Hotel, 45 West 44th Street (between 5th & 6th Aves), New York, NY 10036.
E*TRADE has called this Special Meeting to ask our stockholders to vote upon a series of proposals which
will permit us to:
(1) complete a debt exchange for up to approximately $1.7 billion of our outstanding debt securities (the
“Debt Exchange”) which is key to our plan to strengthen the Company’s capital structure by increasing
equity and reducing our debt burden, and
(2) engage in additional transactions, as needed, to further strengthen the Company’s capital structure in
the future.
We believe that these transactions are not only in the best interest of all of our stockholders, but also critical
to the immediate future of the Company. The Company has adopted and is implementing a plan to strengthen its
capital structure by raising cash equity primarily to support E*TRADE Bank and to reduce the Company’s debt
burden. We completed the first step of our plan on June 24, 2009 when we closed a public offering of our
common stock and raised nearly $600 million. The next step is completion of the Debt Exchange for which we
need your support.
Because one of the proposals requires the affirmative vote of a majority of all outstanding shares of
E*TRADE common stock, we urge you to vote your shares so that we can complete the Debt Exchange as soon
as possible. If the proposals to complete the Debt Exchange are not approved and the proposed transactions are
not completed, we may be unable to strengthen the Company’s capital structure and could face negative
regulatory consequences, such as a public supervisory action by our primary regulator. These consequences
could have a material negative effect on our business and financial condition and the value of our common stock.
On June 22, 2009 we commenced the Debt Exchange in which we are offering to exchange up to
approximately $1.7 billion of our outstanding debt securities for an equivalent amount of newly-issued
convertible debentures due 2019 (the “Debentures”). The Debt Exchange will significantly reduce our debt
burden by materially reducing interest costs, lengthening the weighted-average maturities of our indebtedness
and potentially reducing our repayment obligations to the extent that holders of the Debentures convert rather
than hold to maturity. We are seeking approval to increase the amount of common stock authorized for issuance,
a portion of which is required to complete the Debt Exchange, and a portion of which may be used to conduct
future debt exchange transactions. The remainder may be available for general corporate purposes. In order to
complete the Debt Exchange and future debt exchanges, stockholder approval of the proposals described in
this Proxy Statement is required. We need your vote to approve this important measure.
Citadel Investment Group L.L.C (“Citadel”), our largest stock and bond holder has tendered approximately
$1.230 billion aggregate principal amount of the notes owned by it in the Debt Exchange and has agreed to vote
in favor of Proposals 1, 2 and 3 described in this proxy statement.
At the Special Meeting, holders of the Company’s common stock will be asked to consider and vote on
proposals to:
• amend E*TRADE’s Restated Certificate of Incorporation to increase the number of authorized shares
of common stock from 1,200,000,000 to 4,000,000,000;
• approve the issuance of Debentures in the Debt Exchange and the issuance of common stock issuable
upon conversion of the Debentures under the applicable provisions of NASDAQ Marketplace
Rule 5635;
• approve the potential issuance of common stock, or securities convertible into or exchangeable or
exercisable for common stock, in connection with future debt exchange transactions in an amount up to
365 million shares; and
• grant management the authority to adjourn, postpone or continue the Special Meeting.
OUR BOARD HAS APPROVED THE FOREGOING PROPOSALS AND RECOMMENDS THAT OUR
STOCKHOLDERS VOTE FOR THE PROPOSALS LISTED ABOVE.
At the Special Meeting, holders of the Company’s common stock also will be asked to consider and vote on
a non-binding resolution concerning whether we should retain our Stockholder Rights Plan until its scheduled
expiration on July 9, 2011 or terminate the Stockholder Rights Plan. OUR BOARD MAKES NO
RECOMMENDATION TO OUR STOCKHOLDERS REGARDING THIS PROPOSAL.
Please read the attached proxy statement carefully for information about the matters you are being asked to
consider and vote upon. Whether or not you attend the Special Meeting in person, I urge you to promptly vote
your proxy as soon as possible via the Internet, by telephone or by mail using the enclosed postage-paid reply
envelope. If you decide to attend the Special Meeting and vote in person, you will, of course, have that
opportunity.
Thank you for your continued support of E*TRADE.
Sincerely,
Chairman of the Board and Chief Executive Officer
Notice of Special Meeting of Stockholders
to Be Held Wednesday, August 19, 2009
TO OUR STOCKHOLDERS:
You are cordially invited to attend a Special Meeting of Stockholders of E*TRADE Financial Corporation
(“E*TRADE,” “we,” “us” or the “Company”), which will be held at Sofitel Hotel, 45 West 44th Street (between
5th & 6th Aves), New York, NY 10036, at 9 a.m. local time on Wednesday, August 19, 2009, for the following
purposes:
1. To amend Article FOURTH of the Company’s Restated Certificate of Incorporation to increase the
number of authorized shares of common stock, par value $0.01, from 1,200,000,000 to 4,000,000,000
(and, correspondingly, increase the total number of authorized shares of capital stock from
1,201,000,000 to 4,001,000,000);
2. To approve under the applicable provisions of NASDAQ Marketplace Rule 5635 the issuance of
Class A Senior Convertible Debentures due 2019 and Class B Senior Convertible Debentures due 2019
(and the issuance of common stock issuable upon conversion of the Class A Senior Convertible
Debentures due 2019 and Class B Senior Convertible Debentures due 2019) in connection with the
proposed debt exchange transaction described in the attached proxy statement;
3. To approve under the applicable provisions of NASDAQ Marketplace Rule 5635 the potential issuance
of common stock, or securities convertible into or exchangeable or exercisable for common stock, in
connection with future debt exchange transactions described in the attached proxy statement in an
amount up to 365 million shares;
4. To grant management the authority to adjourn, postpone or continue the Special Meeting.
The Board of Directors recommends stockholders vote FOR proposals 1, 2, 3 and 4 set forth above.
At the Special Meeting, holders of the Company’s common stock also will be asked to consider and vote on
a non-binding resolution concerning whether the Company should retain its Stockholder Rights Plan until its
scheduled expiration on July 9, 2011 or terminate the Stockholder Rights Plan. Our Board of Directors makes
NO RECOMMENDATION to our stockholders regarding this advisory resolution.
The Board of Directors has fixed the close of business on June 26, 2009 as the record date for determining
those stockholders entitled to vote at the Special Meeting. The stock transfer books will not be closed between
the record date and the date of the Special Meeting.
All stockholders of record on June 26, 2009 are invited to attend the Special Meeting. No ticket is required
for admission. For security purposes, however, to gain admission to the Special Meeting, you will be required to
present identification containing a photograph and some indication that you are a stockholder. Packages and bags
may be inspected, and they may have to be checked at the door. In addition, other security measures may be used
for the security of those attending the Special Meeting. Please plan accordingly.
Representation of at least a majority of all outstanding shares of common stock entitled to vote at the
Special Meeting is required to constitute a quorum. For that reason, it is important that your shares be represented
at the Special Meeting. WHETHER OR NOT YOU PLAN TO ATTEND THE SPECIAL MEETING, PLEASE
COMPLETE, DATE AND SIGN THE ENCLOSED PROXY CARD AND
RETURN IT IN THE ENCLOSED ENVELOPE. This Proxy Statement is also available on the Company’s
website at http://investor.etrade.com. The Company encourages you to vote online. Even if your shares are held
in a bank or brokerage account, you still may be eligible to vote your shares online. Your proxy may be revoked
at any time prior to the time that the polls close and the vote is tallied.
Please read the proxy materials carefully. Your vote is important, and E*TRADE appreciates your
cooperation in considering and acting on the matters presented.
IMPORTANT
If you are a stockholder, whether or not you expect to attend the Special Meeting in person, the Company
urges you to vote your proxy at your earliest convenience via the Internet, by telephone or by mail using the
enclosed postage-paid reply envelope. This will ensure the presence of a quorum at the Special Meeting and will
save the Company the expense of additional solicitation. Sending in your proxy will not prevent you from voting
your shares in person at the Special Meeting if you desire to do so. Your proxy is revocable at your option in the
manner described in the Proxy Statement.
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Stockholders Should Read the Entire Proxy Statement Carefully
Prior to Returning Their Proxy Cards
PROXY STATEMENT
FOR SPECIAL MEETING OF STOCKHOLDERS OF E*TRADE FINANCIAL CORPORATION
To Be Held Wednesday, August 19, 2009
This Proxy Statement is furnished in connection with the solicitation by the Board of Directors of
E*TRADE Financial Corporation (“E*TRADE,” “we”, “us” or the “Company”) of proxies to be voted at a
Special Meeting of Stockholders (the “Special Meeting”), which will be held at Sofitel Hotel, 45 West 44th Street
(between 5th & 6th Aves), New York, NY 10036, on Wednesday, August 19, 2009 at 9 a.m. local time, or at any
adjournments or postponements thereof, for the purposes set forth in the accompanying Notice of Special
Meeting of Stockholders. This Proxy Statement and the proxy card were first mailed to stockholders on or about
July 14, 2009. The principal executive offices of E*TRADE are located at 135 East 57th Street, New York,
New York 10022.
GENERAL INFORMATION ABOUT VOTING
Who may vote and how many votes do I have?
Stockholders of record at the close of business on June 26, 2009 (the “Record Date”) may vote at the
Special Meeting. On that date there were 1,115,429,538 outstanding shares of the Company’s common stock,
$0.01 par value per share (the “Common Stock”). All of the shares of the Company’s Common Stock held at the
Record Date are entitled to vote at the Special Meeting. Stockholders of record will have one vote for each share
they hold on the matters to be voted on.
What am I voting on?
You are voting on the following matters:
• To amend Article FOURTH of the Company’s Restated Certificate of Incorporation to increase the
number of authorized shares of Common Stock, par value $0.01, from 1,200,000,000 to 4,000,000,000
(and, correspondingly, increase the total number of authorized shares of capital stock from
1,201,000,000 to 4,001,000,000);
• To approve under the applicable provisions of NASDAQ Marketplace Rule 5635 the issuance of
Class A Senior Convertible Debentures due 2019 (the “Class A Debentures”) and Class B Senior
Convertible Debentures due 2019 (the “Class B Debentures”, and together with Class A Debentures,
the “Debentures”) (and the issuance of Common Stock issuable upon conversion of the Debentures) in
connection with the proposed debt exchange transaction described in this proxy statement;
• To approve under the applicable provisions of NASDAQ Marketplace Rule 5635 the potential issuance
of Common Stock, or securities convertible into or exchangeable or exercisable for Common Stock, in
connection with future debt exchange transactions described in the attached proxy statement in an
amount up to 365 million shares;
• Grant of authority to management to adjourn, postpone or continue the Special Meeting.
You are also being asked to cast an advisory vote on a non-binding resolution on whether the Company
should retain its Stockholder Rights Plan until its scheduled expiration on July 9, 2011 or terminate the
Stockholder Rights Plan.
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How many votes are required to hold the Special Meeting and what are the voting procedures?
Quorum Requirement: Delaware law and the Company’s Restated Certificate of Incorporation provide that
any stockholder action at a meeting requires that a quorum exist with respect to that action. A quorum for the
actions to be taken at the Special Meeting will consist of a majority of all of the Company’s outstanding shares of
Common Stock that are entitled to vote at the Special Meeting. Therefore, at the Special Meeting, the presence,
in person or by proxy, of the holders of at least 557,714,770 shares of Common Stock will be required to
establish a quorum. Stockholders of record who are present at the Special Meeting in person or by proxy and who
abstain are considered stockholders who are present and entitled to vote, and will count towards the
establishment of a quorum. There is no separate quorum requirement for the advisory vote on the Stockholder
Rights Plan. This will include brokers holding customers’ shares of record who cause abstentions to be recorded
at the Special Meeting.
Required Votes: Each outstanding share of the Company’s Common Stock is entitled to one vote on each
proposal at the Special Meeting.
• Approval of Proposal 1 to amend the Company’s Restated Certificate of Incorporation requires the
affirmative vote of a majority of the shares of Common Stock entitled to vote on the matter.
Accordingly, failure to vote, broker non-votes or an abstention will have the same effect as a vote
against this proposal.
• Approval of Proposals 2, 3 and 4 require the affirmative vote of a majority of the shares of Common
Stock present at the Special Meeting and eligible to vote. Accordingly, failure to vote and broker
non-votes will not affect whether these proposals are approved, but an abstention will have the same
effect as a vote against the proposals.
• The outcome of the advisory vote on whether the Company should retain the Stockholder Rights Plan
until its scheduled expiration on July 9, 2011 will not be binding on the Board of Directors. Therefore,
there is no “required vote” on this non-binding resolution. Citadel has advised the Company that it will
vote the shares of Common Stock it owns representing no more than 9.9% of the shares of Common
Stock outstanding and entitled to vote at the Special Meeting to TERMINATE the Stockholder Rights
Plan and has agreed contractually to vote the balance of the shares of Common Stock it owns in the
same proportions as the votes cast by all other stockholders. The Board of Directors, in the exercise of
its fiduciary duties, will consider the outcome of the advisory vote in determining whether to retain or
terminate the Stockholder Rights Plan following such vote.
Broadridge Financial Solutions, Inc., the Company’s independent proxy tabulator, will count the votes and
act as the inspector of election for the Special Meeting.
How do I vote?
You may vote in person by attending the Special Meeting or by proxy. If you are a stockholder of record,
you may vote by proxy through the Internet, by telephone or by mail. You may follow the instructions on the
proxy card or the instructions below for voting by one of these methods.
To vote through the Internet, please visit the website at www.ProxyVote.com before 11:59 p.m., New York
City time on Tuesday, August 18, 2009. The Internet voting procedures are designed to authenticate the
stockholder’s identity and to allow stockholders to vote their shares and confirm that their instructions have been
properly recorded. If you would like to receive future stockholder materials electronically, please enroll after you
complete your voting process on www.ProxyVote.com.
Please help the Company save time by voting through the Internet or by telephone. If your shares are held in
“street name” by a broker or other nominee, you will receive instructions from the holder of record that you must
follow in order to vote your shares. WHETHER YOU PLAN TO ATTEND THE SPECIAL MEETING OR
NOT, THE COMPANY ENCOURAGES YOU TO VOTE BY PROXY AS SOON AS POSSIBLE.
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What does it mean if I receive more than one proxy card?
You may receive more than one proxy card depending on how you hold your shares. You will receive a
proxy card for shares registered in your name. If you hold shares through someone else, such as a bank or broker,
you may also receive material from them asking how you want to vote. If your shares are registered differently
and are in more than one account, you will receive more than one proxy card. The Company encourages you to
have all accounts registered in the same name and address whenever possible.
Can I change my vote or revoke my proxy?
You can revoke your proxy before the time of voting at the Special Meeting in several ways (the revocation
must be received before the Special Meeting to be counted):
• by mailing a revised proxy dated later than the prior proxy;
• by voting again at the Internet website; or
• by notifying the Corporate Secretary of the Company in writing that you are revoking your proxy. The
Corporate Secretary may be reached at the Company’s corporate offices located at 135 East 57th
Street, New York, New York 10022.
You can also revoke your proxy by voting in person at the Special Meeting.
What happens if the Special Meeting is postponed or adjourned?
Your proxy will still be effective and may be voted at the rescheduled meeting. You will still be able to
change or revoke your proxy until it is voted.
Who pays for the solicitation of proxies?
The Company pays the cost of soliciting proxies. The Company retained Morrow & Co., LLC (the
“Solicitation Agent”), to assist with the solicitation of proxies for an estimated fee of $17,500 plus reasonable
out-of-pocket expenses. The Company will reimburse brokerage firms and other custodians, nominees and
fiduciaries for their reasonable out-of-pocket expenses for sending proxy materials to stockholders and obtaining
their votes. In addition to solicitation by mail, proxies may be solicited personally or by telephone or electronic
media by the Company’s regular employees.
Who do I call if I have questions?
If you have questions regarding the Special Meeting, please contact Morrow & Co, LLC, the Solicitation
Agent for the Special Meeting. Stockholders should call (800) 607-0088 and banks and brokerage firms should
call (203) 658-9400.
Important Notice Regarding Delivery of Stockholder Documents
Only one copy of this proxy statement and set of accompanying materials, if applicable, is being delivered
by the Company to multiple stockholders sharing an address until the Company receives contrary instructions
from one or more of the stockholders. The Company will deliver, promptly upon written or oral request, a
separate copy of such materials to a stockholder at a shared address to which a single copy of such materials was
delivered. A stockholder who wishes to receive a separate copy of this proxy statement and accompanying
materials now or in the future, or stockholders sharing an address who are receiving multiple copies of this proxy
statement and accompanying materials and wish to receive a single copy of such materials, should submit a
request to Morrow & Co., LLC, 470 West Avenue, 3rd Floor, Stamford, CT 06902 or call 800-607-0088.
5
OVERVIEW
Overview
The Company has adopted and is implementing a plan to strengthen the Company’s capital structure by
raising cash equity primarily to support E*TRADE Bank and also to reduce the Company’s debt burden. In
furtherance of the plan, the Company has called the Special Meeting to ask its stockholders to support its plan to
reduce the Company’s outstanding debt burden by (1) extending the maturity profile of its debt, (2) reducing the
amount of interest expense the Company is required to pay in the future and (3) potentially decreasing the
principal amount of debt outstanding by permitting holders of a portion of the Company’s existing high-yield
debt securities (the “Outstanding Notes”) to convert into common equity if they participate in the Debt Exchange
(as defined below) or other debt exchange transactions. The proposed Debt Exchange described below and in
Proposal 2 and the potential future debt exchange transactions described in Proposal 3 are important steps in
meeting the Company’s objective of strengthening its capital structure. In order to complete these transactions, it
is necessary to increase the number of shares of Common Stock that the Company is authorized to issue as set
forth in Proposal 1. The matters to be voted on at this meeting are critical components of the Company’s capital
plan.
The Company is a Savings and Loan Holding Company for E*TRADE Bank, its FDIC-insured thrift
subsidiary, and both the Company and E*TRADE Bank are subject to regulation by the Office of Thrift
Supervision (“OTS”) as their primary federal banking regulator. At May 31, 2009, E*TRADE Bank’s Tier 1
capital ratio was 6.07% and E*TRADE Bank’s risk-based capital ratio was 12.75%. The OTS has advised the
Company, and the Company agrees, that E*TRADE needs to raise additional equity capital for E*TRADE Bank
and reduce substantially the amount of the Company’s outstanding debt in order to withstand any further
deterioration in current credit and market conditions. Pursuant to a memorandum of understanding the Company
has entered into with the OTS, the OTS is requiring the Company to submit to the OTS and implement written
plans to address these and related matters. To address the concerns identified by the Company and the OTS, the
Company has:
• Raised nearly $600 million in cash. On June 18, 2009, the Company sold 500 million shares of its
Common Stock in a public offering (the “Public Equity Offering”) which closed on June 24, 2009. The
net proceeds to the Company from the sale of the shares of Common Stock in the Public Equity
Offering were $522.6 million, after deducting underwriting discounts and commissions and estimated
offering expenses. When added to the net proceeds to date from the Company’s Equity Drawdown
Program (described below) the Company has raised net cash equity of approximately $586 million in
the second quarter of 2009.
• Launched an offer to exchange up to $1.7 billion of the Company’s debt. On June 22, 2009, the
Company launched the Debt Exchange, completion of which is conditioned upon approval of Proposal
1 and Proposal 2. If the conditions to the Debt Exchange are met, it will allow the Company to
exchange up to approximately $1.7 billion of outstanding debt securities for an equivalent amount of
newly issued convertible debentures which will not bear interest. As of the expiration of the early
tender period for the Debt Exchange, more than $1.8 billion of notes had been tendered, including an
amount of 12.5% Springing Lien Notes due 2017 that exceeded the maximum amount sought by the
Company and approximately 99% of the Company’s outstanding 8% Senior Notes due 2011. Assuming
that the Debt Exchange is approved by the Company’s stockholders and is completed, it will result in a
significant reduction in annual debt service and significant lengthening of the weighted-average
maturities of the Company’s debt.
The Company believes that the completion of these transactions would constitute substantial progress in
addressing the most significant concerns raised by the OTS, although the OTS has offered no assurance that these
transactions will be sufficient to address their concerns. The Debt Exchange is a critical component of the
Company’s plan and the Company needs stockholder approval to complete it. If the Company is unable to
consummate the Debt Exchange, it will be substantially more likely to face negative regulatory consequences.
Regulatory consequences may take the form of a public supervisory action from
6
the OTS. Such supervisory action could, among other things, result in the Company and E*TRADE Bank
becoming subject to significant restrictions on their ability to develop new business, as well as restrictions on
their existing business, and they could be required to raise additional capital and/or dispose of certain assets and
liabilities within a prescribed period of time. The terms of any public supervisory action by the OTS could have a
material negative effect on the Company’s business and financial condition and the value of its Common Stock.
The Company and E*TRADE Bank could also become subject to supervisory actions by the OTS if market
conditions were to deteriorate to such an extent that the equity capital the Company raised in the Public Equity
Offering proved to be insufficient for E*TRADE Bank’s or its needs. Citadel, the Company’s largest stock and
bond holder, has tendered approximately $1.230 billion aggregate principal of the notes owned by it in the Debt
Exchange and has agreed to vote in favor of the Proposals described in this Proxy Statement. Due to the benefits
that will result from the Debt Exchange, and the adverse consequences the Company will face if the Debt
Exchange is not completed, the Board recommends that the stockholders vote FOR Proposal 1 and 2.
Background
Over the past several months, the Company’s management team has been highly focused on taking
additional steps to strengthen the Company’s capital structure and enhance its financial flexibility. The Company
has considered and continues to explore a variety of capital-raising transactions, including transactions involving
the issuance of preferred stock, common stock, rights, warrants or other equity securities, transactions involving
the sale of businesses or assets, refinancing existing indebtedness, and transactions involving specialized
commercial arrangements. Since May 2009, E*TRADE has entered into a series of transactions to raise cash and
reduce the Company’s debt burden. Affiliates of Citadel Investment Group LLC. (“Citadel”), the Company’s
largest stock and bond holder, have agreed to participate in these transactions, as further described below. Citadel
and its affiliates collectively are referred to as Citadel throughout this proxy statement.
• On May 8, 2009, the Company entered into a distribution agreement with J.P. Morgan Securities Inc.
(“J.P. Morgan”) pursuant to which the Company may offer and sell up to $150,000,000 of shares of its
Common Stock from time to time (the “Equity Drawdown Program”) through J.P. Morgan as
distribution agent. During the period from May 11, 2009 through June 2, 2009, pursuant to the Equity
Drawdown Program, the Company sold 40.7 million shares of its Common Stock, resulting in gross
proceeds to the Company of approximately $65.1 million, or approximately $63.2 million after
deducting underwriting discounts and commissions and estimated offering expenses.
• On June 15, 2009, the Company and a subsidiary entered into an Amended and Restated Equities and
Options Order Handling Agreement (the “Amended and Restated Order Handling Agreement”) with
Citadel. Subject to certain execution quality requirements and regulatory approvals, the Amended and
Restated Order Handling Agreement requires the Company to route 97.5% of its marketable customer
orders in Regulation NMS Stocks (an increase from 40%) until the sixth anniversary of the
commencement date, which will not be later than the later of July 15, 2009 and three (3) business days
following OTS’ approval, and 97.5% all of its customer orders in exchange-listed options to Citadel for
order handling and execution until the third anniversary of the commencement date. Citadel may
extend the options order flow commitment for an additional year on the third, fourth, and fifth
anniversaries of the commencement date. The Company will receive an aggregate cash payment of
$100 million within three business days of the commencement date, of which $65 million is in full
consideration for the increase in NMS Stock flow and $35 million is in exchange for a credit of $35
million toward future payment for options order flow, which the Company will continue to earn on a
monthly basis. Because the Amended and Restated Order Handling Agreement is subject to approval
by the OTS, there is no assurance that the agreement will become effective on the terms negotiated, if
at all. See the Company’s Current Report on Form 8-K filed on June 17, 2009 for further description of
the terms and conditions of the Amended and Restated Order Handling Agreement.
• On June 18, 2009, the Company sold 500 million shares of its Common Stock the Public Equity
Offering which provided net proceeds to the Company from the sale of the shares of Common Stock in
the Public Equity Offering of $522.6 million, after deducting underwriting discounts and commissions
7
and estimated offering expenses. Citadel purchased approximately 90.9 million shares of the
Company’s Common Stock in the Public Equity Offering. The Company did not pay any commissions
and the underwriters did not receive any discounts on shares sold in the Public Equity Offering to
Citadel.
• On June 22, 2009, the Company commenced an offer to all holders of its 8% Senior Notes due 2011
(the “2011 Notes”) and its 12.5% Springing Lien Notes due 2017 (the “2017 Notes” and, together with
the 2011 Notes, the “Notes”) to exchange (the “Debt Exchange”) (i) any and all outstanding 2011
Notes and (ii) up to $310 million aggregate principal amount of 2017 Notes not held by Citadel, plus at
least $600 million but not more than $1 billion of 2017 Notes to be tendered by Citadel, in each case
for an equal aggregate principal amount of convertible debentures due 2019 (the “Debentures”).
Holders tendering their Notes will receive, upon closing of the Debt Exchange, cash in the amount of
the accrued and unpaid interest on the Notes exchanged. During the period ending at midnight, New
York City time, on July 1, 2009 (the “Early Tender Period”), approximately $430 million aggregate
principal amount of 2011 Notes and approximately $1.407 billion aggregate principal amount of 2017
Notes had been validly tendered, including approximately $230 million of 2011 Notes and $1 billion of
2017 Notes tendered by Citadel. The 2011 Notes tendered represent 100% of Citadel’s holdings and
approximately 97% of non-Citadel holdings, and the 2017 Notes tendered represent the maximum of
Citadel’s commitment to participate in the Debt Exchange and approximately 99% of non-Citadel
holdings. Because the aggregate principal amount of 2017 Notes tendered by holders other than Citadel
exceeds $310,000,000, acceptance of the 2017 Notes tendered by such holders for exchange will be
pro-rated. As of June 12, 2009, there were $435.5 million aggregate principal amount of 2011 Notes
and $2,185.6 million aggregate principal amount of 2017 Notes outstanding. The Debentures issued in
the Debt Exchange will be designated as either Class A Debentures or Class B Debentures and will be
identical except for the conversion price for each class of Debentures. The Debt Exchange is described
in greater detail below.
In addition to the transactions described above and the Debt Exchange described below, the Company is
focused on reducing its outstanding indebtedness and interest expense and plans to offer to enter into future debt
exchange transactions with holders of its outstanding high-yield debt securities, including Citadel, for Common
Stock or securities convertible into or exchangeable or exercisable for Common Stock. As of March 31, 2009, the
Company had $3.2 billion face amount of high-yield debt securities outstanding (the “Outstanding Notes”).
Your approval of Proposal 1 (increase in authorized Common Stock) and Proposal 2 (approval of the
Debt Exchange) is a condition to the completion of the Debt Exchange. The Company will not be able to
meaningfully reduce its outstanding indebtedness and interest expense unless, among other things, its
stockholders approve these important proposals.
Terms and Conditions of the Debt Exchange
In the Debt Exchange, the Company has offered to exchange (i) any and all outstanding 2011 Notes and
(ii) up to $310 million aggregate principal amount of 2017 Notes not held by Citadel, plus at least $600 million
but not more than $1 billion of 2017 Notes to be tendered by Citadel. The Debentures issued in the Debt
Exchange will be designated as either Class A Debentures or Class B Debentures and will be identical except for
the conversion price for each class of Debentures. The initial conversion price for the Class A Debentures will be
$1.0340, which is equal to the public offering price of the Common Stock in the Public Equity Offering, minus
underwriting discounts and commissions. The initial conversion price for the Class B Debentures will be
$1.5510, or 150% of the initial conversion price applicable to the Class A Debentures. Holders of more than $1.7
billion aggregate principal amount of Notes, including Citadel, tendered such Notes in the Early Tender Period
and will receive $1.7 billion Class A Debentures in exchange for their tendered Notes if the Company accepts
such tendered Notes, Proposals 1 and 2 are approved and the Debt Exchange is consummated. Holders tendering
their 2011 Notes in the Debt Exchange after the Early Tender Period will be entitled to receive Class B
Debentures in exchange for their tendered 2011 Notes. Citadel has tendered the Notes it has committed to tender
in the Debt Exchange during the Early Tender Period and will receive approximately $1.230 billion Class A
Debentures (representing 71% of the Class A Debentures) if the Debt Exchange is consummated.
8
The material difference between the Debentures and the Notes are as follows:
• the Debentures will have a ten year maturity, whereas the 2011 Notes mature in 2011 and the 2017
Notes mature in 2017;
• the Debentures will not pay any interest, whether in cash or in-kind, nor will the principal amount of
the Debentures increase over time in lieu of interest, whereas the 2011 Notes pay interest at 8% and the
2017 Notes pay interest at 12.5%, which may be capitalized for interest payments prior to May 31,
2010;
• the Debentures will be convertible into shares of the Company’s Common Stock at any time at the
election of the holder, whereas the Notes are not convertible into shares of the Company’s Common
Stock;
• the Debentures will not be redeemable at the option of the Company, but will be redeemable at the
option of holders upon a “Fundamental Change,” which is substantially similar to a “Change of
Control” under the Notes except that a delisting (and failure to secure a listing within a specified cure
period) of the Company’s Common Stock also constitutes a “Fundamental Change,” whereas the Notes
are redeemable at the option of holders upon a “Change of Control” and are redeemable at the option of
Company with the proceeds of public equity offerings. In addition, the Company may redeem the 2017
Notes in connection with a “Change of Control.”
The Debentures will (i) be convertible into a number of shares of the Company’s Common Stock equal to
the quotient of (x) the principal amount of Debentures of such class to be converted and (y) the conversion price
applicable to such Debentures immediately prior to conversion; provided that no holder may convert Debentures
to the extent such conversion would result in either (A) such holder beneficially owning in excess of 9.9% of the
Company’s outstanding Common Stock (which limitation may be waived by such holder), or (B) such holder
owning in excess of 24.9% of the Company’s outstanding Common Stock, under the OTS control rules, which
limitations may be amended or waived, as applicable, upon the later of (a) one year notice to the Company and
(b) receipt of any necessary regulatory approvals, (ii) contain customary anti-dilution provisions, (iii) have
covenants and events of default substantially similar to those of the 2017 Notes and (iv) be subject to covenant
defeasance (but not legal defeasance) on terms substantially similar to those in the Notes, which defeasance shall
not release the Company from its obligation to convert Debentures into Common Stock.
Unlike many conventional zero-coupon convertible debentures that are initially issued at a discount, the
principal amount of the Debentures, whether at maturity or upon early redemption, and the effective conversion
price will remain constant throughout the life of the Debentures, unless adjusted pursuant to the anti-dilution
provisions of the Debentures. The terms of the Debentures are comparable to those contained in many
conventional zero-coupon convertible debentures except that (1) the initial principal amount of the Debentures is
the same as the principal amount due at maturity, whereas many conventional zero-coupon convertible
debentures are issued at a discount to the principal amount due at maturity, (2) the conversion price of
conventional zero-coupon convertible debentures is normally at a premium to market whereas the conversion
price of the Debentures was designed to be at a slight discount to market to encourage holders of the Notes to
participate in the Debt Exchange and (3) the Debentures are subject to certain limitations on conversion designed
to prevent holders from becoming Savings and Loan Holding Companies by virtue of the amount of Common
Stock they hold as a result.
In conventional zero-coupon convertible debentures, the issue price of the security increases (or “accretes”)
to the principal amount due at maturity over time in lieu of periodic payments of interest. Since the conversion
rate, or number of shares issuable per note, for conventional zero-coupon convertible debentures remains
constant unless adjusted pursuant to anti-dilution provisions, the effective conversion price, or number of shares
issuable per dollar amount of principal then due, effectively increases over time. By comparison, the effective
conversion price of the Debentures will remain constant. In determining the terms of the Debentures to be offered
in the Debt Exchange, the Company chose to make them pay no stated interest to conserve cash during the life of
the Debentures and chose not to have the
9
principal amount accrete over time to reduce the cash burden on the Company were it required to pay the
principal amount at maturity in cash.
The Company chose to set the conversion price of the Class A Debentures equal to the net proceeds per
share of Common Stock in the Public Equity Offering after underwriting discounts and commissions as a way to
set terms that existing holders of the 2011 Notes and 2017 Notes would find attractive. In particular, the
Company believes that investors in the Public Equity Offering were able to price in the potential dilution from
the proposed restructuring transaction, including dilution from the potential issuance of Debentures, in
determining what they were willing to pay for the Common Stock. Furthermore, the Company wanted to provide
sufficient value to existing holders of the 2011 Notes and 2017 Notes to ensure substantial participation by
existing holders prior to the expiration of the Early Tender Period and thus to ensure the success of the Debt
Exchange. Therefore, the Company felt it reasonable to exclude the underwriting discounts and commissions in
determining the conversion price for the Debentures. Given that approximately 97 percent of non-Citadel holders
of the 2011 Notes and 99 percent of non-Citadel holders of the 2017 Notes participated in the Debt Exchange
prior to the expiration of the Early Tender Period, the Company believes it achieved its goal.
The Debentures are subject to certain limitations on conversion, described above, which are designed to
prevent holders, including Citadel, from becoming a Savings and Loan Holding Company. In general, a person
who beneficially owns 25% or more of our outstanding Common Stock would, under the OTS control rules, be
deemed a Savings and Loan Holding Company.
The Company is not in default in payment of principal or interest with respect to either the 2011 Notes or
the 2017 Notes.
In connection with the Debt Exchange, the Company has obtained consents representing a majority of the
outstanding principal amount of the 2011 Notes and 2017 Notes (both including and excluding such Notes held
by Citadel) (the “Requisite Consents”) to amend and/or waive certain provisions of the indentures governing the
Notes.
The Company will be obligated to issue an aggregate number of shares of Common Stock issuable upon
conversion of the Debentures to be issued as exchange consideration in the Debt Exchange. Assuming the
maximum amount of Notes are tendered in the Debt Exchange and based on the amount of Notes tendered during
the Early Tender Period, the Company would be obligated to issue up to approximately 1.686 billion shares upon
conversion of the Debentures at the respective initial conversion prices of the Class A Debentures and the
Class B Debentures.
Completion of the Debt Exchange is conditioned upon, among other things, receipt of stockholder approval
to increase the Company’s authorized Common Stock in Proposal 1 of this proxy statement and stockholder
approval of the issuance of the Debentures in Proposal 2. The Debt Exchange also is subject to required
regulatory approvals, including approvals from the OTS with respect to Citadel’s participation in the Debt
Exchange, and other customary closing conditions.
Further details about the terms and conditions of the Debt Exchange are set forth in the Offering
Memorandum and Consent Solicitation Statement dated June 22, 2009, which was filed with the Securities and
Exchange Commission as Exhibit T3E.1 to the Company’s Form T-3 dated June 22, 2009.
Risk Factors—Risks Relating to Proposals 1, 2 and 3
If Proposals 1 and 2 are not approved, the Debt Exchange transaction will not be completed. As a result, the
Company’s primary regulator would likely take action against the Company, including a public form of
supervisory action by the OTS. Any such actions could have a material negative effect on the Company’s
business and the value of its Common Stock.
As discussed above, the Company’s primary federal banking regulator, the OTS, has advised the Company,
and the Company agrees, that it needs to raise additional equity capital for E*TRADE Bank and
10
reduce substantially the amount of the Company’s outstanding debt and interest expense in order to withstand
any further deterioration in current credit and market conditions. Pursuant to a memorandum of understanding
the Company has entered into with the OTS, the OTS is requiring the Company to submit to the OTS and
implement written plans to address these and related matters.
In an effort to address the concerns identified by the Company and the OTS, the Company has raised net
cash equity of $586 million in the second quarter of 2009 and on June 22, 2009 the Company launched the Debt
Exchange. The Company believes completion of these transactions will contribute materially to addressing the
issues raised by the OTS, although the OTS has offered no assurance that these transactions will be sufficient to
satisfy their concerns. If the Company is unable to consummate the Debt Exchange, it would be substantially
more likely to face negative regulatory consequences in the form of a public supervisory action, such as a written
agreement or a cease and desist order, from the OTS. If the OTS were to take any such supervisory action against
the Company, it and E*TRADE Bank could, among other things, become subject to significant restrictions on the
Company’s ability to develop any new business, as well as restrictions on the Company’s existing business, and
the Company could be required to raise additional capital and/or dispose of certain assets and liabilities within a
prescribed period of time. The terms of any public supervisory action by the OTS could have a material negative
effect on the Company’s business and financial condition and the value of its Common Stock. Furthermore, any
significant reduction in E*TRADE Bank’s regulatory capital could result in E*TRADE Bank being less than
“well capitalized” or “adequately capitalized” under applicable capital rules. Either condition could also lead to a
public supervisory action by the OTS. A failure of E*TRADE Bank to be “adequately capitalized” that is not
cured within time periods specified in the indentures governing the Company’s Outstanding Notes would
constitute a default under the Company’s Outstanding Notes and likely result in the Outstanding Notes becoming
immediately due and payable at their full face value.
If the Company were unable to comply with the terms of any supervisory action against it, the Company and
E*TRADE Bank could become subject to further regulatory actions by the OTS, including more severe
restrictions on E*TRADE Bank’s business. The Company and E*TRADE Bank could also become subject to
supervisory actions by the OTS if market conditions were to deteriorate to such an extent that the equity capital
the Company raised in the Public Equity Offering proved to be insufficient for E*TRADE Bank’s or its needs. In
either event, in the worst case, the OTS has the authority to place a thrift, such as E*TRADE Bank, into
receivership, in which case the Federal Deposit Insurance Corporation (the “FDIC”) would likely be appointed
receiver of the thrift and would proceed to, among other things: (i) enter into a purchase and assumption
agreement with a third party in which that third party would purchase and assume all or some of the thrift’s assets
and deposits and liquidate the remaining assets and liabilities; (ii) transfer all or some of the thrift’s assets and
deposits to a “bridge bank” until such time as one or more purchasers may be found for all or some of the “bridge
bank’s” assets and deposits, and liquidate the remaining assets and liabilities; or (iii) liquidate the thrift’s assets
and liabilities and pay insured depositors the amount of their deposits up to the insured limits and, to the extent
sufficient proceeds from the liquidation are available, pay the remaining claims of insured depositors and the
claims of uninsured depositors and other creditors.
In the event of the Company’s bankruptcy or liquidation and E*TRADE Bank’s receivership, E*TRADE
would not be entitled to receive any cash or other property or assets from its subsidiaries (including E*TRADE
Bank and E*TRADE Securities) until those subsidiaries pay in full their respective creditors, including
customers of those subsidiaries and, as applicable, the FDIC and the Securities Investor Protection Corporation.
At the request of the OTS, E*TRADE Securities became a subsidiary of E*TRADE Bank on June 9, 2009. As a
result, claims of the FDIC would also have to be satisfied in full before any of E*TRADE Securities’ assets
would be available to holders of the Company’s Common Stock. Furthermore, in the event of the Company’s
bankruptcy or liquidation, holders of Common Stock would not be entitled to receive any cash or other property
or assets until holders of the Company’s Outstanding Notes and its other creditors have been paid in full, and as a
result you would likely lose the entire value of your investment.
11
The Debt Exchange is part of the Company’s plans to satisfy the requirements by the OTS that the Company
increase its equity and reduce its debt, but the Company does not know whether it will be fully sufficient to satisfy
regulatory requirements.
By completing the Public Equity Offering, the Company has improved its and E*TRADE Bank’s capital
position, but the Company cannot assure you that the amount of cash equity raised in the Public Equity Offering
for E*TRADE Bank, together with the Debt Exchange if consummated, will satisfy the OTS’s requirements. The
OTS is not, at this time, confirming whether the completion of the Public Equity Offering and the Debt Exchange
would improve the Company’s and E*TRADE Bank’s capital position and financial condition to the extent
necessary to avoid the conditions that would lead the OTS to take public supervisory actions against the
Company or E*TRADE Bank. Even if the Company completes the Debt Exchange, the OTS, which the
Company believes is currently considering public supervisory actions against it in the absence of a satisfactory
increase in capital and reduction in debt, may still take such actions at any time. If the OTS takes any such public
supervisory actions against the Company and E*TRADE Bank, such as a cease and desist order, the Company
believes that it could lead to a loss of confidence in the Company and E*TRADE Bank by investors and
customers, as applicable, which could have a materially adverse impact on the Company’s business and financial
condition.
Stockholders will face significant dilution as a result of the Company’s proposed debt exchange transactions and
future equity issuances.
If Proposals 1 and 2 are approved and the Debentures are issued, assuming the maximum number of Notes
are tendered in the Debt Exchange and based on the amount of Notes tendered during the Early Tender Period,
the Debentures will be convertible into an aggregate of up to approximately 1.686 billion shares of Common
Stock at the respective initial conversion prices of the Class A Debentures and Class B Debentures. As a result
and based on such assumptions, upon completion of the Debt Exchange, the shares of Common Stock issuable
upon conversion of the Debentures post-transaction would represent up to 60% of the Company’s outstanding
Common Stock on an as-converted basis. As a result, the Company’s existing stockholders would incur
substantial dilution to their voting interests and will own a smaller percentage of the Company’s outstanding
Common Stock. The dilutive effect of the Debt Exchange may have an adverse impact on the market price of the
Company’s Common Stock.
The Company anticipates that one method for reducing its non-convertible debt in the future will involve
debt exchanges in which the Company raises no cash but reduces the outstanding principal amount, cash interest
payment obligations or extend the maturity profile of the Company’s debt. Such exchange transactions may
reduce the amount of interest the Company is required to pay in the future, reduce the principal amount due at
maturity or extend the maturity profile of the Company’s outstanding debt, but would not result in the Company
receiving cash proceeds. If the Company is able to consummate these debt exchange transactions, including the
Debt Exchange, it expects that the fair market value of the equity or convertible debt the Company issues would
have to exceed the fair market value of the debt offered in exchange in order to provide sufficient incentive to
debtholders to participate. Also, the Company estimates that the aggregate fair market value of the Outstanding
Notes is significantly higher than the fair market value of the Company’s Common Stock. Therefore, any
meaningful reduction in the Company’s leverage through debt exchange transactions would result in significant
dilution to holders of its Common Stock. In addition, a reduction of the Company’s debt in sufficient size to meet
its capital objectives will require participation in these debt exchanges by the Company’s most significant
debtholders, including Citadel. Proposal 3 would permit the Company to enter into such additional debt exchange
transactions in the future.
In the future, the Company may need to raise additional funds via debt and/or equity instruments, which
may not be available on favorable terms, if at all. If adequate funds are not available on acceptable terms, the
Company may be unable to fund its plans for the growth of its business. In addition, if funds are available, the
issuance of equity securities could significantly dilute the value of the Company’s shares of its Common Stock
and cause the market price of its Common Stock to fall. If Proposal 1 is approved by the Company’s
stockholders, the Company will have the ability to issue a significant number of shares of stock in future
transactions without seeking further stockholder approval. However, if such approval is not
12
granted, then the Company will be unable to complete the Debt Exchange and its ability to raise additional funds
in the future may be curtailed.
The Company could as a result of the various transactions described herein, or as a result of future transactions,
experience an “ownership change” for tax purposes that could cause the Company to permanently lose a
significant portion of its U.S. federal and state deferred tax assets.
The transactions contemplated in this proxy statement could cause the Company to experience an
“ownership change” as defined for U.S. federal income tax purposes. Even if these transactions do not cause the
Company to experience an “ownership change,” these transactions materially increase the risk that the Company
could experience an “ownership change” in the future. As a result, issuances or sales of Common Stock or other
securities in the future (including Common Stock issued on conversion of the Debentures and any future
debt-for-equity exchanges), or certain other direct or indirect changes in ownership, could result in an
“ownership change” under Section 382 of the Internal Revenue Code of 1986, as amended. In the event an
“ownership change” were to occur, the Company could realize a permanent loss of a significant portion of its
U.S. federal and state deferred tax assets and lose certain built-in losses that have not been recognized for tax
purposes. The amount of the permanent loss would depend on the size of the annual limitation (which is in part a
function of the Company’s market capitalization at the time of an ownership change) and the remaining
carryforward period (U.S. federal net operating losses generally may be carried forward for a period of 20 years).
The resulting loss would have a material adverse effect on the Company’s results of operations and financial
condition.
The Company has not established a valuation allowance against its U.S. federal deferred tax assets or
against a portion of its state and local deferred tax assets as of March 31, 2009, as the Company believed, based
on its analysis as of that date, that it was more likely than not that all of these assets would be realized.
Section 382 imposes restrictions on the use of a corporation’s net operating losses, certain recognized built-in
losses and other carryovers after an “ownership change” occurs. An “ownership change” is generally a greater
than 50 percentage point increase by certain “5% stockholders” during the testing period, which is generally the
three year-period ending on the transaction date. Upon an “ownership change,” a corporation generally is subject
to an annual limitation on its pre-change losses and certain recognized built-in losses equal to the value of the
loss corporation immediately before the “ownership change,” multiplied by the long-term tax-exempt rate
(subject to certain adjustments). The annual limitation is increased each year to the extent that there is an unused
limitation in a prior year. Since U.S. federal net operating losses generally may be carried forward for up to 20
years, the annual limitation also effectively provides a cap on the cumulative amount of pre-change losses and
certain recognized built-in losses that may be utilized. Pre-change losses and certain recognized built-in losses in
excess of the cap are effectively lost.
The relevant calculations under Section 382 are technical and highly complex. The transactions
contemplated in this proxy statement could cause the Company to experience an “ownership change.” As of
March 31, 2009, the Company’s deferred tax asset reflected on its balance sheet was $1.1 billion. If an
“ownership change” were to occur, the Company believes it would permanently lose the ability to realize a
substantial amount of this asset, resulting in reduction to the Company’s total stockholders’ equity. This could
also decrease E*TRADE Bank’s regulatory capital. The Company does not believe, however, that any such
decrease in regulatory capital would be material because, among other things, only a small portion of the federal
deferred tax asset is currently included in E*TRADE Bank’s regulatory capital.
Impact of the Debt Exchange on the Company’s Capitalization
The following table sets forth the Company’s cash and cash equivalents and its capitalization as of
March 31, 2009:
• on an actual basis;
• on a pro forma basis to give effect to the Company’s entry into the Amended and Restated Order
Handling Agreement (which will become effective only upon approval by the OTS), the receipt of net
proceeds of $63.4 million from the sale of 40,722,445 shares of the
13
Company’s Common Stock through June 2, 2009 pursuant to the Equity Drawdown Program, and the
receipt by the Company of net proceeds of $522.6 million from the sale of 500 million shares of
Common Stock in the Public Equity Offering; and
• on a pro forma, as adjusted basis to give effect to the pro forma changes described above as well as the
consummation of the Debt Exchange based on the amount of Notes tendered as of the expiration of the
Early Tender Period (approximately $430 million aggregate principal amount of 2011 Notes and
$1.310 billion aggregate principal amount of 2017 Notes).
The table should be read in conjunction with “Management’s Discussion and Analysis of Financial
Condition and Results of Operations” in the Company’s Quarterly Report on Form 10-Q for the three months
ended March 31, 2009, its Current Report on Form 8-K filed May 14, 2009, and its consolidated financial
statements and the notes to those financial statements incorporated by reference in this Proxy Statement.
As of March 31, 2009
Actual(1)
Order
Flow and
sale of
Common
Stock
Adjustments
Pro Forma
for Order
Flow and
sale of
Common
Stock(1)(2)
Debt
Exchange
Adjustments
Pro Forma
As Adjusted
for the Debt
Exchange(1)(2)
(in millions, except for share amounts and par value)
Cash and equivalents . . . . . . . . . . . . . . . . . . . . . . . $ 4,492 $ 686 $ 5,178 $ 5,178
Debt:
8.0% Senior Notes due 2011(3) . . . . . . . . . . . . $ 435 $ 435 (430) $ 5
7.375% Senior Notes due 2013(3) . . . . . . . . . . 415 415 415
7.875% Senior Notes due 2015(3) . . . . . . . . . . 243 243 243
12.5% Springing Lien Notes due 2017(3) . . . . 2,057 2,057 (1,310) 747
Class A Convertible Debentures(4) . . . . . . . . . — — 2,266 2,266
Amortization of Premium—Class A
Convertible Debentures(5) . . . . . . . . . . . . . . — — (526) (526)
Class B Convertible Debentures(6) . . . . . . . . . — — — —
Discount and fair value adjustments . . . . . . . . (397) (397) 259 (138)
Total debt . . . . . . . . . . . . . . . . . . . . 2,753 2,753 259 3,012
Stockholders equity:
Preferred stock; 1,000,000 shares
authorized; . . . . . . . . . . . . . . . . . . . . . — — —
Common stock, $0.01 par value;
1,200,000,000 shares authorized;
572,051,743(7) shares issued and
outstanding actual, 1,112,774,188
shares issued and outstanding pro
forma . . . . . . . . . . . . . . . . . . . . . . . . . . 6 5 11 11
Additional paid-in capital . . . . . . . . . . . . . . . . 4,085 580 4,665 507(8) 5,172
Accumulated deficit . . . . . . . . . . . . . . . . . . . . (1,079) (169) (1,248) (736)(9) (1,984)
Accumulated other comprehensive loss . . . . . (554) (554) (554)
Total stockholders’ equity . . . . . . . 2,458 416 2,874 (229) 2,645
Total capitalization . . . . . . . . . . . . . . . . . . . . . . . . . $ 5,211 $ 416 $ 5,627 30 $ 5,657
(1) The actual and pro forma columns in this table do not give effect to the increase in the authorized shares of
the Common Stock set forth in Proposal 1. See note 7 below.
14
(2) As a result of the Amended and Restated Order Handling Agreement (which will become effective only
upon approval by the OTS), the Company’s Capital Markets business will no longer receive this order flow,
which results in a decrease in the level of income attributed to this business. As such, it is likely that the
goodwill and intangibles of approximately $170 million related to the Company’s Capital Markets business
will be impaired. This potential impairment is reflected in the table on a pro forma basis.
(3) Debt balances represent principal amount, which is exclusive of premium (discount) and adjustments on fair
value hedge relationships.
(4) This amount represents the fair value of Class A Debentures. These amounts represent the maximum
principal amount of 2017 Notes and 99% of the maximum principal amount of 2011 Notes that the
Company offered to exchange. The Notes tendered for exchange include approximately $230 million and $1
billion of Citadel’s holdings in the Company’s 2011 Notes and 2017 Notes, respectively. As a result, based
on the results obtained as of the expiration of the Early Tender Period, Citadel will own approximately
$1.230 billion aggregate principal amount, or 71%, of the Company’s Class A Debentures, which will be
convertible into 1,189,792,070 shares of Common Stock at the initial conversion price of $1.0340 per share.
The methodology for determining the fair value of the Class A Debentures is based on three factors:
intrinsic value of the underlying stock, 10-year put option value and debenture liquidity discount.
The intrinsic value of the underlying Common Stock represents the value of the underlying shares of the
Common Stock at the date of determination. This is the factor with the most impact to the determination of
the fair value of the Debentures and fluctuates with the price of Common Stock. As the price of the
Common Stock increases, the fair value of the Debentures increases.
The value of the 10-year put option represents the value associated with the option for bondholders to
receive cash equal to the face value of the Debentures at the end of 10 years. The Company used a Black
Scholes option pricing model with a stock price of $1.19 (the closing price on July 10, 2009), a stock
volatility of 45% and a risk-free rate of 3.303% (semi-annual bond equivalent yield basis) when determining
the fair value of this option.
The debenture liquidity discount takes into consideration that the Debentures may not be as liquid as the
Common Stock or be readily tradable once issued. The Company assumed a liquidity discount of 10% when
determining the fair value of the Debentures. For each 1% increase in the liquidity discount rate, there is
approximately a 1% decrease in fair value and visa versa.
(5) The premium is a result of the fair value exceeding the face value of the Class A Debentures issued and will
be fully accreted into additional paid-in capital (“APIC”) upon recordation of the transaction. See footnote 4
for more detail on the fair value of the Class A Debentures and footnote 8 for more detail on the premium.
(6) Up to $5.9 million aggregate principal amount of 2011 Notes may be tendered prior to the expiration of the
Debt Exchange. Any such 2011 Notes would be exchanged for Class B Debentures.
(7) This number is the total number of shares outstanding as of March 31, 2009. The number of shares of
Common Stock outstanding as of June 26, 2009 is 1,115,429,538, which does not include:
• 31,767,825 shares subject to outstanding options at a weighted average exercise price of $9.48 per
share as of June 26, 2009;
• 11,664,004 shares underlying outstanding restricted stock units as of June 26, 2009;
• 29,802,637 additional shares reserved as of June 26, 2009 for future issuance under the
Company’s equity incentive plans; and
• on an actual and pro forma as adjusted basis, shares of Common Stock issuable upon conversion
of Debentures issued upon completion of the Debt Exchange. Based on the aggregate principal
amount of Notes tendered in the Early Tender Period, a total of 1,682,413,926 shares of Common
Stock will be issuable upon conversion of the Class A Debentures at the initial conversion price.
The Company may issue up to $5.9 million of Class B Debentures, which
15
would be convertible into up to 3,803,353 additional shares of Common Stock at the initial
conversion price of $1.5510 per share.
(8) The impact to APIC relates to the premium associated with the fair value exceeding the face value of the
Class A Debentures issued. Since accretion of the premium would result in a negative yield on the
Debentures as they are zero-coupon convertible debentures, the premium is fully accreted into APIC upon
recordation of the transaction. The premium of $526 million is slightly offset by accrued deal costs of
approximately $19 million.
(9) Includes a pre-tax loss on exchange of $786 million and includes the write-off of capitalized debt issuance
costs associated with the exchanged debt. This loss is based on the estimated fair value of Debentures issued
of $2,266 million. The price of the Common Stock assumed in determining this fair value was the closing
price of the stock on July 10, 2009, or $1.19.
The pro forma and pro forma as adjusted information discussed above is illustrative only and will change
based on the actual total amount of Notes tendered in the Debt Exchange.
Based on the $430 million aggregate principal amount of 2011 Notes and $1,310 million aggregate principal
amount of 2017 Notes tendered as of the expiration of the Early Tender Period, the Debt Exchange will result in
a substantial reduction on the Company’s corporate interest expense. The substantial reduction in the Company’s
corporate interest expense results from the exchange of 2011 Notes, which bear interest at 8% per year, and 2017
Notes, which bear interest at 12.5% per year plus accrual of original issue discount, for Debentures which are
non-interest bearing and which are not deemed issued at a discount. The impact on the Company’s corporate
interest expense is as follows:
• the Company’s pro forma corporate interest expense for the year ended December 31, 2008 would have
been reduced by approximately $164 million with respect to the 2017 Notes (including $82 million
which was paid in the form of additional Notes in November 2008) and $34 million with respect to the
2011 Notes;
• the Company’s pro forma corporate interest expense for the three months ended March 31, 2009 would
have been reduced by approximately $41 million with respect to the 2017 Notes and $9 million with
respect to the 2011 Notes; and
• the Company estimates that its future corporate interest expense will be reduced by approximately $9
million with respect to the 2011 Notes and $41 million with respect to the 2017 Notes, respectively, on
a quarterly basis.
In addition, based on the amount of Notes tendered during the Early Tender Period, the Company will
recognize a loss in 2009 to the extent the book value of such Notes is less than the fair value of the Debentures
issued in exchange for such Notes. The book value of such 2011 Notes and 2017 Notes currently includes an
aggregate discount of approximately $260 million, which will increase the loss on exchange by the same amount.
For example, if the Debentures are determined to have a fair value equal to their principal amount, such loss
would be $260 million. The fair value of the Debentures is not estimable at this time and will depend, among
other things, on the trading price of the Company’s Common Stock upon closing of the Debt Exchange. The
table below illustrates the impact of movements in the Company’s trading price on the fair value of the
Debentures and the resulting loss that would be recorded at the exchange date:
16
Assumed stock price
Principal
Amount of
Notes
Tendered
and Issued
Estimated
Fair
Value of
Notes
Issued
Loss Upon
Exchange(2)
Additional
Paid-in
Capital(3)
Accumulated
Deficit
$2.00 . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . $1,740 $3,359 $(1,879) $6,265 $(3,077)
$1.75 . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . $1,740 $3,013 $(1,533) $5,919 $(2,731)
$1.50 . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . $1,740 $2,674 $(1,194) $5,580 $(2,392)
$1.25 . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . $1,740 $2,344 $ (864) $5,250 $(2,062)
$1.19(1) . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . $1,740 $2,266 $ (786) $5,172 $(1,984)
$1.00 . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . $1,740 $2,025 $ (545) $4,931 $(1,743)
$0.75 . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . $1,740 $1,725 $ (245) $4,631 $(1,443)
(1) This is the stock price assumed in the pro forma balance sheet data included in the table above.
(2) The loss upon exchange includes the write-off of the discount and fair value adjustments of approximately
$260 million on the 2011 Notes and 2017 Notes in addition to the loss on the Class A Debentures issued.
(3) The impact to APIC relates to the premium associated with the fair value exceeding the face value of the
Class A Debentures issued. This amount is primarily due to the price of Common Stock being in excess of
the stated conversion price of the Class A Debentures. As the price of Common Stock increases, the fair
value adjustment will increase and vice versa. Since accretion of the premium would result in a negative
yield on the Debentures as they are zero-coupon convertible debentures, the premium is fully accreted into
APIC upon recordation of the transaction. As a result, the excess of the fair value over the face value is
recorded in APIC.
Based on the amount of notes tendered during the Early Tender Period, the Company’s basic and
diluted loss per share would have been $(1.21) for the year ended December 31, 2008 and $(1.03) for the three
months ended March 31, 2009, respectively.
Relationship With Citadel
In November 2007, the Company entered into an agreement to receive a $2.5 billion cash infusion from
Citadel. In consideration for the cash infusion, Citadel received three primary items: substantially all of the
Company’s asset-backed securities portfolio, approximately 79.9 million shares of the Company’s Common
Stock and approximately $1.8 billion in 2017 Notes.
Citadel is the largest holder of the Company’s Common Stock, and owns approximately 180 million shares
(approximately 16%), including shares purchased by Citadel in the Public Equity Offering. In addition, not
taking into account any Notes tendered in the Debt Exchange, Citadel beneficially holds approximately 52.8% of
the principal amount of the outstanding 2011 Notes and approximately 81.2% of the principal amount of the
outstanding 2017 Notes, and a majority of each of the Company’s 7.375% Senior Notes due 2013 and 7.875%
Senior Notes due 2015.
Board of Directors
Effective June 8, 2009, the Company’s Board of Directors expanded the number of members of the Board
from eleven to twelve, expanded the number of Class II directors from three to four and appointed Kenneth C.
Griffin, President and Chief Executive Officer of Citadel Investment Group, L.L.C., as a director. Mr. Griffin will
be a Class II member of the Board and will stand for election by the stockholders at the next annual meeting.
Mr. Griffin was appointed pursuant to the right of Wingate Capital Ltd., an affiliate of Citadel, under the Master
Investment and Securities Purchase Agreement dated November 29, 2007 between Wingate Capital Ltd. and the
Company.
Also as of June 8, 2009, the Board appointed Mr. Griffin to serve as a member of its Finance and Risk
Oversight Committee.
The Board approved the payment of a $25,000 cash annual retainer to Mr. Griffin under the terms of the
Company’s non-employee director compensation policy as in effect from time to time, as described in the proxy
statement for the Company’s 2009 annual meeting of stockholders.
17
Exchange Agreement
Pursuant to an Exchange Agreement dated June 17, 2009, as amended (the “Exchange Agreement”) between
E*TRADE and Citadel, under which Citadel agreed to early tender in the Debt Exchange not less than $200
million aggregate principal amount of its 2011 Notes and not less than $600 million, nor more than $1 billion,
aggregate principal amount of its 2017 Notes for exchange in, and not to withdraw any of these tendered Notes
(except as set forth in the Exchange Agreement) from the Debt Exchange. As of July 1, 2009, Citadel tendered
approximately $230 million aggregate principal amount of its 2011 Notes and $1 billion aggregate principal
amount of its 2017 Notes. Citadel, which by itself controls a majority of the outstanding principal amount of each
of the 2011 Notes and the 2017 Notes, also provided its consent with respect to a principal amount of 2011 Notes
and 2017 Notes not tendered by Citadel as necessary to ensure that consents with respect to a majority of the
aggregate principal amount of each of the 2011 Notes and 2017 Notes were delivered by the end of the Early
Tender Period and waived any consent fee with respect to any and all such Notes, unless the Debt Exchange is
not consummated in which case Citadel will be entitled to the same fee as other consenting holders of the Notes.
If the Exchange Agreement is terminated by either party, the Company will terminate the Debt Exchange.
Additionally, pursuant to its commitment under the Exchange Agreement, Citadel purchased $100 million of the
Company’s Common Stock in the Public Equity Offering.
Transfer Restrictions Applicable to the Debentures
The terms of the Debentures include certain restrictions on conversion of the Debentures. For example, a
holder of the Debentures may not convert Debentures to the extent such conversion would result in it beneficially
owning as defined in Rule 13d-3 of the Exchange Act in excess of 9.9% of the Company’s Common Stock
outstanding immediately after giving effect to such conversion.
In addition, a holder of the Debentures may not convert Debentures to the extent such conversion would
result in it holding in excess of 24.9% of the Company’s Common Stock. These limitations may be waived by
any holder effective upon the later of (a) one year from the date of notice provided by the holders to the
Company, and (b) receipt of any necessary regulatory approvals.
Citadel has agreed that it will not transfer Debentures to the extent all Debentures held by Citadel on an
as-converted basis, as a percentage of the Common Stock, combined with the shares of the Common Stock held
by Citadel, would, in the aggregate, exceed 24.9% of the Company’s voting stock (as such percentage is
calculated under the OTS’ Acquisition of Control Regulations, 12 C.F.R. § 574). Notwithstanding the foregoing,
there will be no such transfer limitations applicable to Citadel with respect to Debentures that are converted or
transferred in: (i) widely dispersed public offerings; (ii) private sales in which no purchaser or group of
purchasers acting in concert would acquire more than 2% of the Common Stock on a fully diluted basis;
provided, for the avoidance of doubt, Debentures may not be sold in a private sale to the extent such sale would
cause the transferee to purchase from Citadel, in aggregate, in excess of 24.9% of the Common Stock and
Debentures (on an as converted basis as a percentage of the Common Stock, assuming conversion of Debentures
only by the transferee); (iii) transfers or sales to the Company or one of its subsidiaries; (iv) transfers or sales to
an unaffiliated third party acquiring a majority of the Common Stock or merging with the Company; or
(v) transfers to affiliates of Citadel (which affiliates will continue to be bound by the restrictions set forth above.)
Amendment to Rights Plan and Agreement to Submit Rights Plan Proposal to E*TRADE Stockholders
In connection with the Company’s Public Equity Offering and the Debt Exchange, the Company amended
the Rights Agreement, dated of July 9, 2001, as amended, between the Company and American Stock Transfer
and Trust Company (the “Stockholder Rights Plan”) to:
• exempt Citadel from becoming an “Acquiring Person,” as defined in the Stockholder Rights Plan, in
connection with its purchase of shares in the Company’s Public Equity Offering and its acquisition of
Debentures (including the Common Stock issuable upon conversion thereof), as well as pursuant to the
exercise of its pre-emptive rights as described below;
• increase Citadel’s allowance for acquiring additional shares of the Company’s Common Stock without
becoming an Acquiring Person from approximately 8.5 million shares to 25.0 million
18
shares (excluding shares acquired by exercise of its preemptive rights, acquired upon conversion of the
Debentures, purchased in the Public Equity Offering and purchased during any Rights Plan Holiday
Period), effective and contingent upon the settlement of the Debt Exchange; and
• provide that Citadel will be exempt from becoming an Acquiring Person with respect to any
acquisitions of additional shares of the Company’s Common Stock during any Rights Plan Holiday
Period, effective and contingent upon the settlement of this Debt Exchange.
A “Rights Plan Holiday Period” means, at any time in which the Company’s Stockholder Rights Plan
remains in effect, the period commencing upon the Company’s public disclosure that E*TRADE Bank has failed
to satisfy the Financial Metrics Test for any quarter and ending upon the next public disclosure that E*TRADE
Bank has once again satisfied the Financial Metrics Test at the end of a quarter.
The “Financial Metrics Test” means, at the balance sheet date for a fiscal quarter, that E*TRADE Bank has
both (i) at least $450 million in Excess Risk-Based Capital and (ii) a Tier 1 Capital Ratio of at least 6.00%.
“Excess Risk-Based Capital” means that portion of E*TRADE Bank’s total capital, as such term is defined
in 12 CFR 567.5(c) (as currently or hereafter in effect), that is in excess of the amount of total capital that would
be required in order for E*TRADE Bank to have a total risk-based capital ratio of 10.0% as calculated in
accordance with 12 CFR Part 567 (as currently or hereafter in effect).
“Tier 1 Capital Ratio” means E*TRADE Bank’s core capital, as such term is defined in 12 CFR 567.5(a) (as
currently or hereafter in effect), divided by its adjusted total assets, as such term is defined in 12 CFR 567.1 (as
currently or hereafter in effect).
In addition, the Company agreed that at the Special Meeting it would submit to its stockholders an advisory
resolution regarding whether the Company should retain or terminate its Stockholder Rights Plan. The Company
has agreed with Citadel that neither the Company’s Board of Directors nor Citadel will take any position on
whether stockholders should vote to retain or terminate the Stockholder Rights Plan or otherwise seek to
influence the outcome of the advisory vote. Citadel has agreed that it will vote its shares representing no more
than 9.9% of the Company’s shares outstanding and entitled to vote at the Special Meeting on this advisory
resolution to terminate the Stockholder Rights Plan, and that it will vote the balance of its shares on the advisory
resolution in the same proportions, to retain or terminate the Stockholder Rights Plan, as the votes cast by all
other stockholders. Following the vote, which will not be binding, the Company’s Board of Directors will
determine whether to retain or terminate the Company’s Stockholder Rights Plan based on its consideration of all
factors deemed relevant to the exercise of its fiduciary duties.
Preemptive Rights
Under the Exchange Agreement the Company also granted Citadel pre-emptive rights to allow Citadel to
maintain its fully diluted percentage ownership of the Company’s Common Stock in connection with future
issuances by the Company, subject to Citadel’s purchasing the Company’s securities on the same terms and
conditions as other purchasers and certain other conditions. The pre-emptive rights became effective upon the
expiration of the Early Tender Period. If the Company fails to complete the Debt Exchange, then Citadel’s
pre-emptive rights will terminate and be of no further force or effect.
The pre-emptive rights will not apply to issuances of Common Stock or securities convertible into or
exercisable for shares of the Company’s Common Stock, among other things, (i) in connection with acquisitions
by the Company of other companies or businesses, (ii) in exchange for the Company’s 2011 Notes, 2013 Notes,
2015 Notes or 2017 Notes or (iii) pursuant to the Company’s stock plans or otherwise in equity compensation
arrangements with its directors, officers, employees or consultants.
The pre-emptive rights will be in effect so long as the Company has in effect a stockholder rights plan,
provided that the pre-emptive rights shall terminate and be of no further force or effect upon the
19
earliest to occur of (i) the earlier of the termination of the Exchange Agreement or failure to consummate the
Debt Exchange by October 31, 2009 or (ii) the date after the consummation of the Debt Exchange that Citadel
beneficially owns less than 19.9% of the Company’s outstanding Common Stock on a fully diluted basis
assuming conversion of all securities beneficially owned by Citadel (whether or not such securities are
convertible or exchangeable for shares of Common Stock at such time in accordance with their terms or by
reason of any condition precedent to such conversion or exchange not been satisfied at such time). The
pre-emptive rights will be suspended upon the termination of the Company’s Stockholder Rights Plan, but will be
automatically reinstated if the Company reinstates its Stockholder Rights Plan or if the Company subsequently
adopts a new rights plan, “poison pill” or similar plan.
The description of the terms of the Exchange Agreement is a summary and does not purport to be complete.
The full Exchange Agreement is attached as Exhibit 10.1 to the Company’s Current Report on Form 8-K filed
with the SEC on June 17, 2009.
20
PROPOSAL 1. INCREASE IN AUTHORIZED SHARES OF COMMON STOCK
Proposal
The Board of Directors proposes to amend Article FOURTH of the Company’s Restated Certificate of
Incorporation to increase the number of shares of Common Stock the Company is authorized to issue from
1,200,000,000 to 4,000,000,000, and, correspondingly, increase the total number of authorized shares of capital
stock from 1,201,000,000 to 4,001,000,000.
Reason for Request for Stockholder Approval
As of June 26, 2009, there were:
• 1,115,429,538 shares of Common Stock issued and outstanding, including 40,722,445 shares issued
pursuant to the Equity Drawdown Program and 500,000,000 shares of Common Stock issued pursuant
to the Public Equity Offering; and
• an aggregate of up to 73,234,466 shares of Common Stock reserved for issuance under the Company’s
existing equity incentive arrangements and awards issued pursuant thereto.
The Company needs to increase the number of shares of Common Stock it is authorized to issue in order to
fulfill its commitment to issue Common Stock issuable upon conversion of the Debentures to be issued as
exchange consideration in the Debt Exchange. Assuming the maximum amount of Notes are tendered in the Debt
Exchange and based on the amount of Notes tendered during the Early Tender Period, the Company would be
obligated to issue approximately 1.686 billion shares upon conversion of the Debentures. The proposed increase
in the number of authorized shares of Common Stock is a condition to the completion of the Debt Exchange. In
addition, the additional shares of Common Stock would facilitate the Company’s participation in the U.S.
Treasury Department’s TARP Capital Purchase Program, which would require the Company to issue warrants to
acquire Common Stock to the U.S. Treasury and would give the Company the flexibility to conduct additional
debt exchanges and raise capital.
Impact on Stockholders of Approval or Disapproval of this Proposal
If this Proposal is not approved, the Company will be unable to complete the Debt Exchange, as it will not
have sufficient authorized shares to issue the number of shares of Common Stock issuable upon conversion of the
Debentures. If the Company is unable to complete the Debt Exchange, the existing debt will remain in place
without any extension of debt maturities or reduction in cash interest expenses, negatively impacting the value of
the Company’s Common Stock and bringing about negative regulatory consequences as described above under
“Overview—Risk Factors—Risks Relating To Proposals 1, 2 and 3.” The Company may be unable to strengthen
its capital structure to the extent that the OTS has requested and, as a result, may face a public supervisory action,
could be required to raise additional capital and/or dispose of certain assets and liabilities within a prescribed
period of time, and could have restrictions placed on its ability to conduct business. In the worst case, the OTS
has the authority to place a thrift, such as E*TRADE Bank, into receivership and, as a result, you would likely
lose the entire value of your Common Stock. Due to the benefits that will result from the Debt Exchange, and the
adverse consequences the Company will face if the Debt Exchange is not completed, the Board recommends
that the stockholders vote FOR this Proposal.
If approved, the increase in authorized Common Stock will facilitate the Company’s ability to complete the
Debt Exchange and will enable the Company to avail itself of any additional potential opportunities to execute on
its plan to reduce indebtedness by conducting additional debt exchanges and raise cash proceeds, all as discussed
in this proxy statement under “Overview.” It would also give the Company the ability to issue shares for other
general corporate purposes. As a result of the Debt Exchange, the Company’s existing stockholders will incur
substantial dilution to their voting interests and will own a smaller percentage of the Company’s outstanding
Common Stock. The dilutive effect of the Debt Exchange may have an adverse impact on the market price of the
Company’s Common Stock. Additional issuances of Common Stock would further dilute the interests of existing
stockholders.
21
Except as described in this proxy statement, the Company has no current plans to issue shares in an
exchange, merger, consolidation, acquisition or similar transaction. Approval of the amendment to the
Company’s Restated Certificate of Incorporation would in certain circumstances permit such actions to be taken
without the delays and expense associated with obtaining stockholder approval at that time, except to the extent
required by applicable state law or stock exchange listing requirements for the particular transaction. Although
the availability of additional shares of stock provides flexibility in carrying out corporate purposes, the increase
in the number of shares of authorized stock could make it more difficult for a third party to acquire a majority of
the Company’s outstanding voting stock and could also result in the issuance of a significant number of shares to
one or more investors in transactions that may not require stockholder approval. For more information regarding
dilution to stockholders, see “Overview – Risk Factors – Risks Relating To Proposals 1, 2 and 3.”
Text of the Proposed Amendment to the Restated Certificate of Incorporation
The Board of Directors has adopted resolutions setting forth the following proposed amendment to the
Restated Certificate of Incorporation and directing that the proposed amendment be submitted to the holders of
the Company’s Common Stock for approval at the Special Meeting.
FOURTH. (a) The Corporation is authorized to issue two classes of stock to be designated, respectively,
“Common Stock” and “Preferred Stock.” The total number of shares that the Corporation is authorized to
issue is 4,001,000,000 shares. 4,000,000,000 shares shall be Common Stock, $0.01 par value per share (the
“Common Stock”). 1,000,000 shares shall be Preferred Stock, $0.01 par value per share, of which 1 share
shall be designated Series A Preferred Stock and 500,000 shares shall be designated Series B Preferred
Stock. The Series A Preferred Stock and Series B Preferred Stock are collectively referred to as “Preferred
Stock.”
If adopted by the stockholders, the amendment to the Restated Certificate of Incorporation will become
effective upon filing of a certificate of amendment to the Restated Certificate of Incorporation with the Secretary
of State of Delaware.
Vote Required and Board of Directors’ Recommendation
Approval of the amendment to the Restated Certificate of Incorporation requires the affirmative vote of a
majority of the shares of the Common Stock entitled to vote on the matter. As a result, abstentions, broker
non-votes or the failure to submit a proxy or vote in person at the Special Meeting will have the same effect as a
vote against the proposal.
The E*TRADE Board of Directors recommends that stockholders vote FOR the approval of the
amendment to Article FOURTH of the Restated Certificate of Incorporation to increase the authorized
number of shares of Common Stock from 1,200,000,000 to 4,000,000,000 shares and, correspondingly,
increase the total number of authorized shares of capital stock from 1,201,000,000 to 4,001,000,000.
22
PROPOSAL 2. THE ISSUANCE OF DEBENTURES AND THE ISSUANCE OF THE COMMON
STOCK UPON CONVERSION OF THE DEBENTURES
Proposal
The Company is seeking stockholder approval under the applicable provisions of NASDAQ Marketplace
Rule 5635 for the issuance of Common Stock issuable upon the conversion of the Debentures to be issued as
exchange consideration in the Debt Exchange. As described above under the caption “Terms and Conditions of
the Debt Exchange,” the Company will offer to issue Debentures in exchange for the surrender and cancellation
of up to $435.5 million aggregate principal amount of 2011 Notes and up to $1.3 billion aggregate principal
amount of 2017 Notes. The Company will be obligated to issue shares of Common Stock upon conversion of the
Debentures to be issued as exchange consideration in the Debt Exchange. Assuming the maximum amount of
Notes are tendered in the Debt Exchange and based on the amount of Notes tendered during the Early Tender
Period, the Company would be obligated to issue an aggregate of approximately 1.686 billion shares upon
conversion of the Debentures at the respective initial conversion price of Class A Debentures and Class B
Debentures.
For a more detailed description of the Debt Exchange and the terms of the Class A Debentures and Class B
Debentures, see the section entitled “Description of the Debt Exchange” above.
Reason for Request for Stockholder Approval
The Company’s Common Stock is listed on the NASDAQ Global Select Market, and the Company is
subject to the NASDAQ Marketplace Rules. The Company is seeking approval for the issuance of Common
Stock issuable upon the conversion of the Debentures issued in the Debt Exchange under all the applicable
provisions of Marketplace Rule 5635, which applies to the issuance of securities in certain circumstances.
NASDAQ Marketplace Rule 5635(d) requires stockholder approval of the issuance of common stock equal
to 20% or more of the common stock outstanding before the issuance for less than the greater of book or market
value of the stock. Because the Company has agreed to issue securities convertible into more than 20% of the
Company’s shares at a price that is lower than the book value of the shares, the Company is seeking stockholder
approval pursuant to Marketplace Rule 5635(d).
In addition, under Marketplace Rule 5635(b), companies are required to obtain stockholder approval prior to
the issuance of securities when the issuance or potential issuance would result in a “change of control” as defined
by NASDAQ. NASDAQ generally characterizes a transaction whereby an investor or group of investors
acquires, or obtains the right to acquire, 20% of more of the voting power of an issuer on a post–transaction basis
as a “change of control” for purposes of Rule 5635(b). As of June 26, 2009 Citadel holds approximately 16% of
the Company’s outstanding pre-transaction shares of Common Stock. Assuming approval by the stockholders of
this proposal and Citadel’s participation in the Debt Exchange, Citadel could acquire more than 20% of voting
power of the Company’s Common Stock. Because Citadel could potentially own in excess of 20% of the voting
power of the Company’s Common Stock following Debt Exchange, the Company is seeking stockholder
approval in order to comply with Marketplace Rule 5635(b).
Furthermore, under Marketplace Rule 5635(c), companies are required to obtain stockholder approval prior
to issuance of common stock or securities convertible into or exercisable for common stock to certain affiliates in
a private placement at a price less than the market value of the common stock, as such issuance is considered a
form of “equity compensation”. To the extent that the issuance of the Debentures could be considered a form of
“equity compensation”, the Company is seeking stockholder approval pursuant to Marketplace Rule 5635(c).
Impact on Stockholders of Approval or Disapproval of this Proposal
If this Proposal is not approved, the Company will be unable to complete the Debt Exchange and will be
unable to retire the 2011 Notes and 2017 Notes tendered in the Debt Exchange. As discussed in relation
23
to Proposal 1 and under “Overview—Risk Factors—Risks Relating To Proposals 1, 2 and 3,” if this Proposal is
not approved, the Company will face negative regulatory consequences which are likely to have a material
adverse effect on its business and the value of its Common Stock. For the reasons stated previously, the Board
therefore recommends that the stockholders vote FOR this Proposal.
If this Proposal is approved, there may be other effects on the stockholders, including the following:
Citadel may exercise significant influence over the Company and Citadel’s interests may conflict with the
interests of other stockholders.
Citadel holds a majority of the outstanding notes in each series of the Company’s high-yield debt securities.
Following the Debt Exchange and Public Equity Offering, the Company estimates that the Common Stock owned
by Citadel, together with the Common Stock issuable on conversion of the Debentures received by Citadel, will
represent 49% of the Company’s Common Stock on a fully diluted basis, depending on the total amount of Notes
tendered in the Debt Exchange. This would most likely be sufficient to permit Citadel to elect a substantial number
of directors and control or significantly impact corporate policy. Citadel will be unable to accomplish these matters
for so long as it is subject to certain rules of the OTS regarding rebuttal of control over thrifts and thrift holding
companies. If these rules change, or if Citadel receives a waiver or decides to become a thrift holding company, it
will be in a position to elect a substantial number of directors and to control, or substantially impact, corporate
policy. Further, if Citadel acquires common shares representing more than 50% of the total voting power, holders of
the Company’s debt securities would have the right to require the Company to repurchase all such securities for
cash at a premium to their face amount. In addition, Citadel is an independent entity with its own investors and is
entitled to act in its own economic interest with respect to its equity and debt investments in E*TRADE. Any sales
by Citadel of the Company’s Common Stock it received under the Investment Agreement, in the Public Equity
Offering or upon conversion of the Debentures may have a depressing effect on the trading price of the Company’s
Common Stock. After the Debt Exchange, Citadel would own 71% of the Class A Debentures and 88% of the
remaining outstanding 2017 Notes. Citadel has a right to declare defaults and enforce remedies just like any other
lender for so long as Citadel retains 25% or more of the applicable series of high-yield debt securities. In pursuing
its economic interests, Citadel may make decisions with respect to fundamental corporate transactions which may
be different than the decisions of investors who own only common shares.
The issuance of the Debentures may have an anti-takeover effect on the Company.
The issuance of the Debentures could have an anti-takeover effect because such issuance would make it
more difficult for, or discourage an attempt by, a party to obtain control of the Company by tender offer or other
means. The issuance of the Common Stock issuable upon conversion of the Debentures will increase the number
of shares entitled to vote, increase the number of votes required to approve a change of control of the Company,
and dilute the interest of a party attempting to obtain control of the Company. The Board of Directors does not
have any current knowledge of any effort by any other third party to accumulate the Company’s securities or
obtain control of the Company by any means.
Vote Required and Board of Directors’ Recommendation
The affirmative vote of the holders of a majority of the shares of Common Stock present in person or
represented by proxy and voting on the matter is necessary under Rule 5635(e)(4) of the NASDAQ Marketplace
Rules to approve the issuance of the Common Stock issuable upon conversion of the Debentures. Accordingly,
failure to vote and broker non-votes will not affect whether this proposal is approved, but an abstention will have
the same effect as a vote against the proposal.
The E*TRADE Board of Directors has approved the Debt Exchange and the issuance of the Debentures
and the issuance of the Common Stock upon conversion of the Debentures. Based on E*TRADE’s reasons for
the Debt Exchange described in this proxy statement, the Board of Directors of E*TRADE believes that the
approval of the issuance of Debentures and the issuance of Common Stock upon conversion of the
Debentures is in the best interests of E*TRADE and its stockholders and recommends that you vote FOR
approval of the issuance of the Debentures and the issuance of Common Stock upon conversion of the
Debentures under the applicable provisions of NASDAQ Marketplace Rule 5635.
24
PROPOSAL 3. POTENTIAL ISSUANCE OF SHARES OF COMMON STOCK
Proposal
The Company is seeking stockholder approval under the applicable provisions of NASDAQ Marketplace
Rule 5635 for the potential issuance of up to 365 million shares of Common Stock, or securities convertible into
or exchangeable or exercisable for Common Stock, in connection with potential future exchange transactions for
its Outstanding Notes. The Company may decide to offer to exchange Common Stock, or securities convertible
into or exchangeable or exercisable for Common Stock, for the Outstanding Notes in a registered tender offer or
from time to time in one or more privately negotiated transactions that are exempt from registration pursuant to
the Securities Act under Section 3(a)(9) or otherwise. Although the Company expects to offer to enter into these
debt exchange transactions with the holders of its Outstanding Notes, no such holders have made any
commitments to enter into any such transactions and there can be no assurance that the holders will agree to any
such exchanges in the future.
Reason for Request for Stockholder Approval and Impact on Stockholders of Approval or Disapproval of
this Proposal
As discussed in more detail under “Overview” above, the Company is seeking to reduce its outstanding
indebtedness and strengthen its capital structure. The benefit of future exchange transactions is that they may
permit the Company to retire indebtedness without using cash. If the Debt Exchange is consummated, assuming
the maximum amount of Notes are tendered in the Debt Exchange and based on the amount of Notes tendered
during the Early Tender Period, the Company would be obligated to issue an aggregate of 1.686 billion shares of
Common Stock upon conversion of the Debentures at the respective initial conversion prices of Class A
Debentures and Class B Debentures. If the Company retires outstanding indebtedness in an exchange transaction,
it will reduce the amount of cash interest the Company is required to pay in the future. This will permit the
Company to use its cash for other purposes, including contributing equity capital to E*TRADE Bank.
Because the Company’s Common Stock is listed on the NASDAQ Global Select Market, the Company is
subject to the NASDAQ Marketplace Rules. The Company is seeking approval for the issuance of Common
Stock in potential exchange transactions under the applicable provisions of Marketplace Rule 5635, which
applies to the issuance of securities in certain circumstances.
For example, NASDAQ Marketplace Rule 5635(d) requires a company to obtain stockholder approval in
connection with the issuance of securities in certain circumstances, including in connection with a transaction or
series of related transactions (other than a public offering) involving the potential sale or issuance of common stock
at a price less than the greater of book or market value of the common stock if the amount of common stock to be
issued equals 20% or more of the common stock or the voting power of the company’s shares outstanding before
giving effect to the issuance. The Company believes that these transactions have been and will continue to be
beneficial to the Company and its stockholders such that it is seeking approval to enter into additional transactions
periodically over time that could involve the issuance of Common Stock in excess of the 20% threshold.
In addition, under Marketplace Rule 5635(c), companies are required to obtain stockholder approval prior to
issuance of common stock or securities convertible into or exercisable for common stock to certain affiliates in a
private placement at a price less than the market value of the common stock, as such issuance is considered a
form of “equity compensation”. To the extent that the issuance of the Common Stock or securities convertible
into or exercisable for Common Stock could be considered a form of “equity compensation”, the Company is
seeking stockholder approval pursuant to Marketplace Rule 5635(c).
The potential future debt exchange transactions contemplated by this Proposal will not result in cash
proceeds to the Company and any meaningful reduction in the Company’s indebtedness through these
transactions will result in significant dilution to stockholders. If Citadel were to participate in these debt
exchanges, Citadel’s ownership of the Company’s Common Stock or securities convertible into Common Stock
would increase. The Company currently has no commitment from Citadel or any other holder of Outstanding
Notes to engage in future debt exchange transactions. Even if this Proposal 3 is approved, it is
25
possible that the Company may need to seek additional stockholder approvals to cover future equity issuances to
Citadel or other holders of its Outstanding Notes. For additional information regarding the dilution to
stockholders, see “Overview—Risk Factors- Risks Relating To Proposals 1, 2 and 3.”
In the past six months the closing price of the Company’s Common Stock has ranged from $0.59 to $2.58.
Due to the volatility of the trading price of the Company’s Common Stock and the Outstanding Notes, the
Company cannot predict the number of shares that would be issued in these exchange transactions, the effective
purchase price it would be obligated to pay for Outstanding Notes in these exchange transactions or the market
price of its Common Stock on the dates on which it enters into these exchange transactions. Depending on market
conditions, the Company may enter into these exchange transactions periodically over time for as much of the
principal amount of the Outstanding Notes as possible within the limits of this approval. In addition, the
Company may use any available authorized but unissued shares to conduct exchange transactions in
circumstances where the exchange transactions do not require stockholder approval under the NASDAQ rules.
Therefore, the Company may issue in the aggregate more than 365 million shares of Common Stock, or securities
convertible into or exchangeable or exercisable for Common Stock in future debt exchanges.
In order to take advantage of any opportunity that arises to exchange the Outstanding Notes and reduce its
indebtedness, the Company is asking you to approve the issuance of shares of Common Stock for use in
exchange transactions involving Outstanding Notes, on such terms and conditions that the Board of Directors, in
its discretion, considers favorable to the Company.
Vote Required and Board of Directors’ Recommendation
The affirmative vote of the holders of a majority of the shares of Common Stock present in person or
represented by proxy and voting on the matter is necessary under Rule 5635(e)(4) of the NASDAQ Marketplace
Rules to approve the potential issuance of Common Stock in debt exchange transactions under the applicable
provisions of NASDAQ Marketplace Rule 5635. Accordingly, failure to vote and broker non-votes will not affect
whether this proposal is approved, but an abstention will have the same effect as a vote against the proposal.
The E*TRADE Board of Directors recommends that stockholders vote FOR the approval of the
issuance of Common Stock, or securities convertible into or exchangeable or exercisable for Common
Stock, in connection with in future debt exchange transactions in an amount up to 365 million shares of
Common Stock under the applicable provisions of NASDAQ Marketplace Rule 5635.
26
PROPOSAL 4. ADJOURNMENT, POSTPONEMENT OR CONTINUATION OF
THE SPECIAL MEETING
Proposal
If at the Special Meeting, the number of shares of the Company’s Common Stock present or represented and
voting in favor of Proposals 1, 2 or 3 is insufficient to approve the Proposals, the Company’s management may
move to adjourn, postpone or continue the Special Meeting in order to enable its Board of Directors to continue
to solicit additional proxies in favor of Proposals 1, 2 or 3. In that event, you will be asked to vote only upon the
adjournment, postponement or continuation proposal and not on any other Proposals.
In this proposal, the Company is asking you to authorize the holder of any proxy solicited by its Board of
Directors to vote in favor of adjourning, postponing or continuing the Special Meeting and any later
adjournments. If the Company’s stockholders approve the adjournment, postponement or continuation proposal,
the Company could adjourn, postpone or continue the Special Meeting, and any adjourned session of the Special
Meeting, to use the additional time to solicit additional proxies in favor of Proposals 1, 2 or 3, including the
solicitation of proxies from stockholders that have previously voted against the Proposals. Among other things,
approval of the adjournment, postponement or continuation proposal could mean that, even if proxies
representing a sufficient number of votes against the other Proposals have been received, the Company could
adjourn, postpone or continue the Special Meeting without a vote on the other Proposals and seek to convince the
holders of those shares to change their votes to votes in favor of the approval of the Proposals.
Vote Required and Board of Directors’ Recommendation
The adjournment, postponement or continuation proposal requires that holders of more of the Company’s
shares vote in favor of the adjournment, postponement or continuation proposal than vote against the proposal.
Accordingly, abstentions and broker non-votes will have no effect on the outcome of the proposal. No proxy that
is specifically marked AGAINST Proposals 1, 2 or 3 will be voted in favor of the adjournment, postponement or
continuation proposal, unless it is specifically marked FOR the discretionary authority to adjourn, postpone or
continue the Special Meeting to a later date.
The E*TRADE Board of Directors recommends that stockholders vote FOR the proposal to adjourn,
postpone or continue the Special Meeting.
27
ADVISORY RESOLUTION ON STOCKHOLDER RIGHTS PLAN
The Company is seeking a stockholder vote on a non-binding resolution to retain until its scheduled
expiration the Rights Agreement, dated of July 9, 2001, as amended, between the Company and American Stock
Transfer and Trust Company, (the “Stockholder Rights Plan”), subject to earlier termination or amendment in
accordance with the Stockholder Rights Plan.
Background
The Stockholder Rights Plan was adopted in 2001 by the Board of Directors. It works through the
distribution to stockholders of securities (called “rights”) that would cause substantial dilution to an acquiror if
the acquiror obtains ownership of more than 10% of the Company’s Common Stock or engages in an unsolicited
takeover attempt that would result in greater than 10% ownership. The Board is permitted to redeem the rights at
a nominal cost to facilitate an acquisition that the Board regards as advantageous to stockholders. The
Company’s Board of Directors in the past has permitted ownership positions in excess of the 10% threshold by
SOFTBANK America, Inc., an early investor in the Company, and Citadel (up to the amount of its existing
investment plus approximately 25 million additional shares of Common Stock).
Companies typically adopt stockholder rights plans to deter the accumulation of shares by bidders to
achieve a position of substantial influence, or even control, without paying stockholders a control premium.
Stockholder rights plans are intended to give company boards of directors negotiating leverage in such situations
and to assure that all stockholders are treated equally in an acquisition of the company.
In recent years, rights plans have been criticized for their anti-takeover effect and for being unfriendly to
investors and on the grounds that they entrench management. Many companies, under pressure from investors,
have terminated their rights plans. For example, according to Shark.Repellant.net, the percentage of S&P 500
companies that had a rights plan in effect at year-end 2008 is 21%, compared to 45% and 57% at year-end 2005
and 2003, respectively. It is worth noting, however, that boards of directors of companies without a stockholder
rights plan in effect, for the most part, have the ability to adopt one very rapidly and without stockholder
approval if, in the exercise of their fiduciary duties, the directors determine that it is in the best interest of their
stockholders.
Reason for Request for Stockholder Vote
Neither the Company’s Bylaws nor other governing documents or applicable law require a stockholder vote
to retain the Stockholder Rights Plan. As part of the final negotiations leading to the Debt Exchange and the
Public Equity Offering, Citadel requested that the Company either terminate the Stockholder Rights Plan or to, at
a minimum, exempt Citadel and its affiliates from being covered by the Stockholder Rights Plan. Conversely, the
Company’s Board of Directors requested that Citadel agree to certain arrangements to freeze the amount of
Citadel’s Common Stock ownership and to provide contractually that non-Citadel directors be permitted to
represent the stockholders other than Citadel in connection with a range of affiliate and control-related
transactions. Neither party agreed to these arrangements. Instead the Board and Citadel agreed, as a matter of
good corporate governance, to seek a non-binding advisory vote of its stockholders to assist the Board in
determining whether to retain the Stockholder Rights Plan.
After completion of the Public Equity Offering, Citadel owns approximately 16% of the Company’s common
shares. Following the Debt Exchange, based on the results of the Early Tender Period, the Company estimates that
the Common Stock owned by Citadel, together with the Common Stock issuable on conversion of the securities
acquired by Citadel in the Debt Exchange, ignoring the prohibitions on conversion of these securities imposed by
agreements Citadel currently has with the OTS, will represent approximately 49% of the Company’s Common
Stock on a fully diluted basis. Citadel’s interests as a significant creditor and largest stockholder of the Company
may be different from the interests of the Company’s other stockholders. Citadel is currently subject to certain rules
of the OTS regarding rebuttal of control over thrifts and thrift holding companies. If these rules change, or if Citadel
receives a waiver or decides to become a thrift holding company, it will be in a position to elect a substantial
number of directors and to control, or substantially impact, corporate policy.
28
Citadel has advised the Company that it will vote the shares of Common Stock it owns representing no more
than 9.9% of the shares of Common Stock outstanding and entitled to vote at the Special Meeting to
TERMINATE the Stockholder Rights Plan and has agreed contractually to vote the balance of the shares of
Common Stock it owns in the same proportions as the votes cast by all other stockholders.
The outcome of the advisory vote on whether the Company should retain the Stockholder Rights Plan until
its scheduled expiration on July 9, 2011 or terminate the Stockholder Rights Plan will not be binding on the
Board of Directors. Therefore, there is no “required vote” on this non-binding resolution. The Board of Directors,
in the exercise of its fiduciary duties, will consider the outcome of the advisory vote in determining whether to
retain or terminate the Stockholder Rights Plan following such vote.
The E*TRADE Board of Directors makes NO RECOMMENDATION as to how stockholders should
vote on the non-binding resolution whether to retain the Stockholder Rights Plan until its scheduled
expiration on July 9, 2011 or terminate the Stockholder Rights Plan.
29
SECURITY OWNERSHIP OF CERTAIN BENEFICIAL OWNERS AND MANAGEMENT
The following table sets forth information regarding the beneficial ownership of the Company’s Common
Stock as of June 26, 2009 by (i) each director; (ii) each executive officer listed in the Summary Compensation
Table in the Company’s Definitive Proxy Statement on Schedule 14A for the 2009 annual meeting of
stockholders filed with the SEC on April 24, 2009; (iii) all current directors and executive officers as a group;
and (iv) each person who is known to the Company to beneficially own more than 5% of the outstanding shares
of the Common Stock of the Company. All shares are subject to the named person’s sole voting and investment
power except where otherwise indicated.
Name and Address of Beneficial Owner(1)
Number of Shares
of Common Stock
Beneficially Owned
Percent of
Common Stock
Beneficially Owned(2)
Directors and Executive Officers:
Donald H. Layton(3) . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 5,226,722 *
Bruce P. Nolop(4) . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 545,171 *
Michael Curcio(5) . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 1,266,578 *
Greg Framke(6) . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 1,269,224 *
Nicholas Utton(7) . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 1,119,615 *
R. Jarrett Lilien(8) . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 245,938 *
Robert J. Simmons(9) . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 574,042 *
Matthew Audette(10) . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 325,824 *
Robert A. Druskin(11) . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 233,162 *
Ronald D. Fisher(12) . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 277,277 *
Kenneth C. Griffin(13) . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 180,072,820 16.14%
George A. Hayter(14) . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 489,940 *
Frederick W. Kanner(15) . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 133,162 *
Michael K. Parks(16) . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 166,904 *
C. Cathleen Raffaeli(17) . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 152,111 *
Lewis E. Randall(18) . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 1,553,213 *
Joseph L. Sclafani(19) . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 25,295 *
Donna L. Weaver(20) . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 308,661 *
Stephen H. Willard(21) . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 191,879 *
All directors and current executive officers as a group (15 persons) . . . . . 193,031,734 17.31%
5% Stockholders:
Citadel Investment Group, L.L.C.(22) . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 180,072,820 16.14%
131 S. Dearborn Street, 32nd Floor
Chicago, Illinois 60603
* Less than 1%
(1) Unless otherwise noted, all addresses are c/o E*TRADE Financial Corporation, 135 E. 57th Street, New
York, New York 10022.
(2) Based on 1,115,429,538 shares outstanding on June 26, 2009. See “Proposal 2. Increase In Authorized
Shares Of Common Stock—Reason for Request for Stockholder Approval and Impact on Stockholders of
Approval or Disapproval of this Proposal” for a discussion of shares issued and
30
outstanding or reserved for issuance and commitments to issue shares as of June 26, 2009. Shares of
Common Stock subject to options that are exercisable within 60 days of June 26, 2009 are deemed
beneficially owned by the person holding such options for the purpose of computing the percentage of
ownership of such person but are not treated as outstanding for the purpose of computing the percentage of
any other person.
(3) Includes 450,088 shares of unvested restricted Common Stock subject to the Company’s right of
repurchase and 3,462,040 shares of Common Stock issuable upon exercise of vested stock options
exercisable within 60 days of June 26, 2009.
(4) Includes 545,171 shares of unvested restricted Common Stock subject to the Company’s right of
repurchase.
(5) Includes 804,689 shares of unvested restricted Common Stock subject to the Company’s right of
repurchase and 415,542 shares of Common Stock issuable upon the exercise of vested stock options
exercisable within 60 days of June 26, 2009.
(6) Includes 729,247 shares of unvested restricted Common Stock subject to the Company’s right of
repurchase and 479,796 shares of Common Stock issuable upon exercise of vested stock options
exercisable within 60 days of June 26, 2009.
(7) Includes 582,134 shares of unvested restricted Common Stock subject to the Company’s right of
repurchase and 450,103 shares of Common Stock issuable upon exercise of the vested stock options
exercisable within 60 days of June 26, 2009.
(8) Based on information most recently available to the Company. Mr. Lilien resigned from employment with
the Company effective April 22, 2008. Includes 245,938 outstanding stock options which expired on
April 22, 2009.
(9) Based on the information most recently available to the Company. Mr. Simmons resigned from
employment with the Company effective May 6, 2008. Includes 543,250 outstanding stock options which
expired on May 6, 2009.
(10) Includes 297,161 shares of unvested restricted Common Stock subject to the Company’s right of
repurchase and 205,049 shares of Common Stock issuable upon exercise of vested stock options
exercisable within 60 days of June 26, 2009.
(11) Includes 20,291 shares of unvested restricted Common Stock subject to the Company’s right of repurchase
and 10,000 shares of Common Stock issuable upon exercise of vested stock options exercisable within 60
days of June 26, 2009.
(12) Includes 20,291 shares of unvested restricted Common Stock subject to the Company’s right of repurchase
and 198,592 shares of Common Stock issuable upon the exercise of vested stock options exercisable within
60 days of June 26, 2009.
(13) Includes shares beneficially owned by Citadel Investment Group, L.L.C. (“Citadel Investment Group”),
which is controlled by Mr. Griffin. See footnote 22. Mr. Griffin was appointed to the Company’s Board of
Directors effective on June 8, 2009.
(14) Includes 20,291 shares of unvested restricted Common Stock subject to the Company’s right of repurchase
and 190,348 shares of Common Stock issuable upon the exercise of vested stock options exercisable within
60 days of June 26, 2009.
(15) Includes 20,291 shares of unvested restricted Common Stock subject to the Company’s right of repurchase
and 10,000 shares of Common Stock issuable upon exercise of vested stock options exercisable within 60
days of June 26, 2009.
(16) Includes 20,291 shares of unvested restricted Common Stock subject to the Company’s right of repurchase
and 112,939 shares of Common Stock issuable upon exercise of vested stock options exercisable within 60
days of June 26, 2009.
(17) Includes 20,291 shares of unvested restricted Common Stock subject to the Company’s right of repurchase
and 112,939 shares of Common Stock issuable upon exercise of vested stock options exercisable within 60
days of June 26, 2009.
31
(18) Includes 637,100 shares held by Lewis or Martha Randall, as Trustees of the Lewis E. and Martha E.
Randall Living Trust dated August 16, 1984. Includes 220,000 shares held solely by Mr. Randall’s wife.
Mr. Randall disclaims beneficial ownership of such shares. Also includes 20,291 shares of unvested
restricted Common Stock subject to the Company’s right of repurchase and 170,000 shares of Common
Stock issuable upon exercise of vested stock options exercisable within 60 days of June 26, 2009.
(19) Includes 25,295 shares of unvested restricted Common Stock subject to the Company’s right of repurchase.
(20) Includes 20,291 shares of unvested restricted Common Stock subject to the Company’s right of repurchase
and 90,000 shares of Common Stock issuable upon exercise of vested stock options exercisable within 60
days of June 26, 2009.
(21) Includes 20,291 shares of unvested restricted Common Stock subject to the Company’s right of repurchase
and 125,000 shares of Common Stock issuable upon exercise of vested stock options exercisable within 60
days of June 26, 2009.
(22) These securities are owned by various individual and institutional investors for which Citadel Investment
Group serves as investment adviser with power to direct investments and/or sole power to vote the
securities. For purposes of the reporting requirements of the Securities Exchange Act of 1934 Citadel
Investment Group is deemed to be a beneficial owner of such securities; however, Citadel expressly
disclaims that it is, in fact, the beneficial owner of such securities. The number of shares is based on
Amendment No. 10 to Schedule 13D as filed by Citadel Investment Group and its affiliated reporting
persons with the Securities and Exchange Commission on June 22, 2009.
32
WHERE YOU CAN FIND ADDITIONAL INFORMATION
The Company files annual, quarterly and current reports, proxy statements and other information with the
SEC. You may read and copy any document that the Company files at the Public Reference Room of the SEC at
100 F Street, N.E., Washington, D.C. 20549. You may obtain information on the operation of the Public
Reference Room by calling the SEC at 1-800-SEC-0330. In addition, the SEC maintains a website at
www.sec.gov, from which interested persons can electronically access the Company’s SEC filings.
The SEC allows the Company to “incorporate by reference” certain information the Company files with it,
which means that the Company can disclose important information to you by referring you to those documents.
The information incorporated by reference is considered to be part of this proxy statement, and information that
the Company files later with the SEC will automatically update and supersede previously filed information,
including information contained in this document. The Company incorporates by reference the following sections
of Exhibit 99.1 to its Current Report on Form 8-K filed with the SEC on May 14, 2009, which include the
information required by Item 13(a) of Schedule 14A: “Item 7—Management’s Discussion and Analysis of
Financial Condition and Results of Operations” and “Item 8—Financial Statements and Supplementary Data,”
which exhibits presents a revised management’s discussion and analysis of financial condition and results of
operations and financial statements and supplementary data for the years ended December 31, 2008, 2007 and
2006. In addition, the Company incorporates by reference the following sections of its Annual Report on
Form 10-K for the fiscal year ended December 31, 2008, filed with the SEC on February 26, 2009 and Quarterly
Report on Form 10-Q for the quarter ended March 31, 2009, filed with the SEC on May 5, 2009, which include
the information required by Item 13(a) of Schedule 14A: “Item 7—Management’s Discussion and Analysis of
Financial Condition and Results of Operations,” “Item 7A—Quantitative and Qualitative Disclosures about
Market Risk,” “Item 8—Financial Statements and Supplementary Data” and “Item 9—Changes in and
Disagreements with Accountants on Accounting and Financial Disclosure.” Representatives of Deloitte &
Touche LLP, the Company’s principal accountants, are not expected to be available to answer questions of
stockholders.
The Company is incorporating by reference into this document important business and financial information
that is not included in or delivered with this document. This information is available without charge to security
holders upon written or oral request.
Any person, including any beneficial owner, to whom this proxy statement is delivered may request copies
of reports, proxy statements or other information concerning the Company, without charge, by written or
telephonic request directed to the Corporate Secretary at 135 East 57th Street, New York, New York 10022 or
646-521-4406. If you would like to request documents, please do so by August 12, 2009, in order to receive them
before the Special Meeting.
IMPORTANT NOTICE REGARDING THE AVAILABILITY OF PROXY MATERIALS FOR
THE SPECIAL MEETING OR STOCKHOLDERS TO BE HELD ON WEDNESDAY, AUGUST 19,
2009.
The proxy statement is available at http://investor.etrade.com.
OTHER MATTERS
Management does not know of any matters to be presented at this Special Meeting of Stockholders other
than those set forth herein and in the Notice accompanying this Proxy Statement.
33
New York, New York 10022
Dear Stockholder:
Below are details of important and timely matters that require your immediate attention.
You are cordially invited to attend a Special Meeting of Stockholders of E*TRADE Financial Corporation
(“E*TRADE,” “we,” “us” or the “Company”) that will be held on Wednesday, August 19, 2009, at 9 a.m., local
time, at Sofitel Hotel, 45 West 44th Street (between 5th & 6th Aves), New York, NY 10036.
E*TRADE has called this Special Meeting to ask our stockholders to vote upon a series of proposals which
will permit us to:
(1) complete a debt exchange for up to approximately $1.7 billion of our outstanding debt securities (the
“Debt Exchange”) which is key to our plan to strengthen the Company’s capital structure by increasing
equity and reducing our debt burden, and
(2) engage in additional transactions, as needed, to further strengthen the Company’s capital structure in
the future.
We believe that these transactions are not only in the best interest of all of our stockholders, but also critical
to the immediate future of the Company. The Company has adopted and is implementing a plan to strengthen its
capital structure by raising cash equity primarily to support E*TRADE Bank and to reduce the Company’s debt
burden. We completed the first step of our plan on June 24, 2009 when we closed a public offering of our
common stock and raised nearly $600 million. The next step is completion of the Debt Exchange for which we
need your support.
Because one of the proposals requires the affirmative vote of a majority of all outstanding shares of
E*TRADE common stock, we urge you to vote your shares so that we can complete the Debt Exchange as soon
as possible. If the proposals to complete the Debt Exchange are not approved and the proposed transactions are
not completed, we may be unable to strengthen the Company’s capital structure and could face negative
regulatory consequences, such as a public supervisory action by our primary regulator. These consequences
could have a material negative effect on our business and financial condition and the value of our common stock.
On June 22, 2009 we commenced the Debt Exchange in which we are offering to exchange up to
approximately $1.7 billion of our outstanding debt securities for an equivalent amount of newly-issued
convertible debentures due 2019 (the “Debentures”). The Debt Exchange will significantly reduce our debt
burden by materially reducing interest costs, lengthening the weighted-average maturities of our indebtedness
and potentially reducing our repayment obligations to the extent that holders of the Debentures convert rather
than hold to maturity. We are seeking approval to increase the amount of common stock authorized for issuance,
a portion of which is required to complete the Debt Exchange, and a portion of which may be used to conduct
future debt exchange transactions. The remainder may be available for general corporate purposes. In order to
complete the Debt Exchange and future debt exchanges, stockholder approval of the proposals described in
this Proxy Statement is required. We need your vote to approve this important measure.
Citadel Investment Group L.L.C (“Citadel”), our largest stock and bond holder has tendered approximately
$1.230 billion aggregate principal amount of the notes owned by it in the Debt Exchange and has agreed to vote
in favor of Proposals 1, 2 and 3 described in this proxy statement.
At the Special Meeting, holders of the Company’s common stock will be asked to consider and vote on
proposals to:
• amend E*TRADE’s Restated Certificate of Incorporation to increase the number of authorized shares
of common stock from 1,200,000,000 to 4,000,000,000;
• approve the issuance of Debentures in the Debt Exchange and the issuance of common stock issuable
upon conversion of the Debentures under the applicable provisions of NASDAQ Marketplace
Rule 5635;
• approve the potential issuance of common stock, or securities convertible into or exchangeable or
exercisable for common stock, in connection with future debt exchange transactions in an amount up to
365 million shares; and
• grant management the authority to adjourn, postpone or continue the Special Meeting.
OUR BOARD HAS APPROVED THE FOREGOING PROPOSALS AND RECOMMENDS THAT OUR
STOCKHOLDERS VOTE FOR THE PROPOSALS LISTED ABOVE.
At the Special Meeting, holders of the Company’s common stock also will be asked to consider and vote on
a non-binding resolution concerning whether we should retain our Stockholder Rights Plan until its scheduled
expiration on July 9, 2011 or terminate the Stockholder Rights Plan. OUR BOARD MAKES NO
RECOMMENDATION TO OUR STOCKHOLDERS REGARDING THIS PROPOSAL.
Please read the attached proxy statement carefully for information about the matters you are being asked to
consider and vote upon. Whether or not you attend the Special Meeting in person, I urge you to promptly vote
your proxy as soon as possible via the Internet, by telephone or by mail using the enclosed postage-paid reply
envelope. If you decide to attend the Special Meeting and vote in person, you will, of course, have that
opportunity.
Thank you for your continued support of E*TRADE.
Sincerely,
Chairman of the Board and Chief Executive Officer
Notice of Special Meeting of Stockholders
to Be Held Wednesday, August 19, 2009
TO OUR STOCKHOLDERS:
You are cordially invited to attend a Special Meeting of Stockholders of E*TRADE Financial Corporation
(“E*TRADE,” “we,” “us” or the “Company”), which will be held at Sofitel Hotel, 45 West 44th Street (between
5th & 6th Aves), New York, NY 10036, at 9 a.m. local time on Wednesday, August 19, 2009, for the following
purposes:
1. To amend Article FOURTH of the Company’s Restated Certificate of Incorporation to increase the
number of authorized shares of common stock, par value $0.01, from 1,200,000,000 to 4,000,000,000
(and, correspondingly, increase the total number of authorized shares of capital stock from
1,201,000,000 to 4,001,000,000);
2. To approve under the applicable provisions of NASDAQ Marketplace Rule 5635 the issuance of
Class A Senior Convertible Debentures due 2019 and Class B Senior Convertible Debentures due 2019
(and the issuance of common stock issuable upon conversion of the Class A Senior Convertible
Debentures due 2019 and Class B Senior Convertible Debentures due 2019) in connection with the
proposed debt exchange transaction described in the attached proxy statement;
3. To approve under the applicable provisions of NASDAQ Marketplace Rule 5635 the potential issuance
of common stock, or securities convertible into or exchangeable or exercisable for common stock, in
connection with future debt exchange transactions described in the attached proxy statement in an
amount up to 365 million shares;
4. To grant management the authority to adjourn, postpone or continue the Special Meeting.
The Board of Directors recommends stockholders vote FOR proposals 1, 2, 3 and 4 set forth above.
At the Special Meeting, holders of the Company’s common stock also will be asked to consider and vote on
a non-binding resolution concerning whether the Company should retain its Stockholder Rights Plan until its
scheduled expiration on July 9, 2011 or terminate the Stockholder Rights Plan. Our Board of Directors makes
NO RECOMMENDATION to our stockholders regarding this advisory resolution.
The Board of Directors has fixed the close of business on June 26, 2009 as the record date for determining
those stockholders entitled to vote at the Special Meeting. The stock transfer books will not be closed between
the record date and the date of the Special Meeting.
All stockholders of record on June 26, 2009 are invited to attend the Special Meeting. No ticket is required
for admission. For security purposes, however, to gain admission to the Special Meeting, you will be required to
present identification containing a photograph and some indication that you are a stockholder. Packages and bags
may be inspected, and they may have to be checked at the door. In addition, other security measures may be used
for the security of those attending the Special Meeting. Please plan accordingly.
Representation of at least a majority of all outstanding shares of common stock entitled to vote at the
Special Meeting is required to constitute a quorum. For that reason, it is important that your shares be represented
at the Special Meeting. WHETHER OR NOT YOU PLAN TO ATTEND THE SPECIAL MEETING, PLEASE
COMPLETE, DATE AND SIGN THE ENCLOSED PROXY CARD AND
RETURN IT IN THE ENCLOSED ENVELOPE. This Proxy Statement is also available on the Company’s
website at http://investor.etrade.com. The Company encourages you to vote online. Even if your shares are held
in a bank or brokerage account, you still may be eligible to vote your shares online. Your proxy may be revoked
at any time prior to the time that the polls close and the vote is tallied.
Please read the proxy materials carefully. Your vote is important, and E*TRADE appreciates your
cooperation in considering and acting on the matters presented.
IMPORTANT
If you are a stockholder, whether or not you expect to attend the Special Meeting in person, the Company
urges you to vote your proxy at your earliest convenience via the Internet, by telephone or by mail using the
enclosed postage-paid reply envelope. This will ensure the presence of a quorum at the Special Meeting and will
save the Company the expense of additional solicitation. Sending in your proxy will not prevent you from voting
your shares in person at the Special Meeting if you desire to do so. Your proxy is revocable at your option in the
manner described in the Proxy Statement.
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Stockholders Should Read the Entire Proxy Statement Carefully
Prior to Returning Their Proxy Cards
PROXY STATEMENT
FOR SPECIAL MEETING OF STOCKHOLDERS OF E*TRADE FINANCIAL CORPORATION
To Be Held Wednesday, August 19, 2009
This Proxy Statement is furnished in connection with the solicitation by the Board of Directors of
E*TRADE Financial Corporation (“E*TRADE,” “we”, “us” or the “Company”) of proxies to be voted at a
Special Meeting of Stockholders (the “Special Meeting”), which will be held at Sofitel Hotel, 45 West 44th Street
(between 5th & 6th Aves), New York, NY 10036, on Wednesday, August 19, 2009 at 9 a.m. local time, or at any
adjournments or postponements thereof, for the purposes set forth in the accompanying Notice of Special
Meeting of Stockholders. This Proxy Statement and the proxy card were first mailed to stockholders on or about
July 14, 2009. The principal executive offices of E*TRADE are located at 135 East 57th Street, New York,
New York 10022.
GENERAL INFORMATION ABOUT VOTING
Who may vote and how many votes do I have?
Stockholders of record at the close of business on June 26, 2009 (the “Record Date”) may vote at the
Special Meeting. On that date there were 1,115,429,538 outstanding shares of the Company’s common stock,
$0.01 par value per share (the “Common Stock”). All of the shares of the Company’s Common Stock held at the
Record Date are entitled to vote at the Special Meeting. Stockholders of record will have one vote for each share
they hold on the matters to be voted on.
What am I voting on?
You are voting on the following matters:
• To amend Article FOURTH of the Company’s Restated Certificate of Incorporation to increase the
number of authorized shares of Common Stock, par value $0.01, from 1,200,000,000 to 4,000,000,000
(and, correspondingly, increase the total number of authorized shares of capital stock from
1,201,000,000 to 4,001,000,000);
• To approve under the applicable provisions of NASDAQ Marketplace Rule 5635 the issuance of
Class A Senior Convertible Debentures due 2019 (the “Class A Debentures”) and Class B Senior
Convertible Debentures due 2019 (the “Class B Debentures”, and together with Class A Debentures,
the “Debentures”) (and the issuance of Common Stock issuable upon conversion of the Debentures) in
connection with the proposed debt exchange transaction described in this proxy statement;
• To approve under the applicable provisions of NASDAQ Marketplace Rule 5635 the potential issuance
of Common Stock, or securities convertible into or exchangeable or exercisable for Common Stock, in
connection with future debt exchange transactions described in the attached proxy statement in an
amount up to 365 million shares;
• Grant of authority to management to adjourn, postpone or continue the Special Meeting.
You are also being asked to cast an advisory vote on a non-binding resolution on whether the Company
should retain its Stockholder Rights Plan until its scheduled expiration on July 9, 2011 or terminate the
Stockholder Rights Plan.
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How many votes are required to hold the Special Meeting and what are the voting procedures?
Quorum Requirement: Delaware law and the Company’s Restated Certificate of Incorporation provide that
any stockholder action at a meeting requires that a quorum exist with respect to that action. A quorum for the
actions to be taken at the Special Meeting will consist of a majority of all of the Company’s outstanding shares of
Common Stock that are entitled to vote at the Special Meeting. Therefore, at the Special Meeting, the presence,
in person or by proxy, of the holders of at least 557,714,770 shares of Common Stock will be required to
establish a quorum. Stockholders of record who are present at the Special Meeting in person or by proxy and who
abstain are considered stockholders who are present and entitled to vote, and will count towards the
establishment of a quorum. There is no separate quorum requirement for the advisory vote on the Stockholder
Rights Plan. This will include brokers holding customers’ shares of record who cause abstentions to be recorded
at the Special Meeting.
Required Votes: Each outstanding share of the Company’s Common Stock is entitled to one vote on each
proposal at the Special Meeting.
• Approval of Proposal 1 to amend the Company’s Restated Certificate of Incorporation requires the
affirmative vote of a majority of the shares of Common Stock entitled to vote on the matter.
Accordingly, failure to vote, broker non-votes or an abstention will have the same effect as a vote
against this proposal.
• Approval of Proposals 2, 3 and 4 require the affirmative vote of a majority of the shares of Common
Stock present at the Special Meeting and eligible to vote. Accordingly, failure to vote and broker
non-votes will not affect whether these proposals are approved, but an abstention will have the same
effect as a vote against the proposals.
• The outcome of the advisory vote on whether the Company should retain the Stockholder Rights Plan
until its scheduled expiration on July 9, 2011 will not be binding on the Board of Directors. Therefore,
there is no “required vote” on this non-binding resolution. Citadel has advised the Company that it will
vote the shares of Common Stock it owns representing no more than 9.9% of the shares of Common
Stock outstanding and entitled to vote at the Special Meeting to TERMINATE the Stockholder Rights
Plan and has agreed contractually to vote the balance of the shares of Common Stock it owns in the
same proportions as the votes cast by all other stockholders. The Board of Directors, in the exercise of
its fiduciary duties, will consider the outcome of the advisory vote in determining whether to retain or
terminate the Stockholder Rights Plan following such vote.
Broadridge Financial Solutions, Inc., the Company’s independent proxy tabulator, will count the votes and
act as the inspector of election for the Special Meeting.
How do I vote?
You may vote in person by attending the Special Meeting or by proxy. If you are a stockholder of record,
you may vote by proxy through the Internet, by telephone or by mail. You may follow the instructions on the
proxy card or the instructions below for voting by one of these methods.
To vote through the Internet, please visit the website at www.ProxyVote.com before 11:59 p.m., New York
City time on Tuesday, August 18, 2009. The Internet voting procedures are designed to authenticate the
stockholder’s identity and to allow stockholders to vote their shares and confirm that their instructions have been
properly recorded. If you would like to receive future stockholder materials electronically, please enroll after you
complete your voting process on www.ProxyVote.com.
Please help the Company save time by voting through the Internet or by telephone. If your shares are held in
“street name” by a broker or other nominee, you will receive instructions from the holder of record that you must
follow in order to vote your shares. WHETHER YOU PLAN TO ATTEND THE SPECIAL MEETING OR
NOT, THE COMPANY ENCOURAGES YOU TO VOTE BY PROXY AS SOON AS POSSIBLE.
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What does it mean if I receive more than one proxy card?
You may receive more than one proxy card depending on how you hold your shares. You will receive a
proxy card for shares registered in your name. If you hold shares through someone else, such as a bank or broker,
you may also receive material from them asking how you want to vote. If your shares are registered differently
and are in more than one account, you will receive more than one proxy card. The Company encourages you to
have all accounts registered in the same name and address whenever possible.
Can I change my vote or revoke my proxy?
You can revoke your proxy before the time of voting at the Special Meeting in several ways (the revocation
must be received before the Special Meeting to be counted):
• by mailing a revised proxy dated later than the prior proxy;
• by voting again at the Internet website; or
• by notifying the Corporate Secretary of the Company in writing that you are revoking your proxy. The
Corporate Secretary may be reached at the Company’s corporate offices located at 135 East 57th
Street, New York, New York 10022.
You can also revoke your proxy by voting in person at the Special Meeting.
What happens if the Special Meeting is postponed or adjourned?
Your proxy will still be effective and may be voted at the rescheduled meeting. You will still be able to
change or revoke your proxy until it is voted.
Who pays for the solicitation of proxies?
The Company pays the cost of soliciting proxies. The Company retained Morrow & Co., LLC (the
“Solicitation Agent”), to assist with the solicitation of proxies for an estimated fee of $17,500 plus reasonable
out-of-pocket expenses. The Company will reimburse brokerage firms and other custodians, nominees and
fiduciaries for their reasonable out-of-pocket expenses for sending proxy materials to stockholders and obtaining
their votes. In addition to solicitation by mail, proxies may be solicited personally or by telephone or electronic
media by the Company’s regular employees.
Who do I call if I have questions?
If you have questions regarding the Special Meeting, please contact Morrow & Co, LLC, the Solicitation
Agent for the Special Meeting. Stockholders should call (800) 607-0088 and banks and brokerage firms should
call (203) 658-9400.
Important Notice Regarding Delivery of Stockholder Documents
Only one copy of this proxy statement and set of accompanying materials, if applicable, is being delivered
by the Company to multiple stockholders sharing an address until the Company receives contrary instructions
from one or more of the stockholders. The Company will deliver, promptly upon written or oral request, a
separate copy of such materials to a stockholder at a shared address to which a single copy of such materials was
delivered. A stockholder who wishes to receive a separate copy of this proxy statement and accompanying
materials now or in the future, or stockholders sharing an address who are receiving multiple copies of this proxy
statement and accompanying materials and wish to receive a single copy of such materials, should submit a
request to Morrow & Co., LLC, 470 West Avenue, 3rd Floor, Stamford, CT 06902 or call 800-607-0088.
5
OVERVIEW
Overview
The Company has adopted and is implementing a plan to strengthen the Company’s capital structure by
raising cash equity primarily to support E*TRADE Bank and also to reduce the Company’s debt burden. In
furtherance of the plan, the Company has called the Special Meeting to ask its stockholders to support its plan to
reduce the Company’s outstanding debt burden by (1) extending the maturity profile of its debt, (2) reducing the
amount of interest expense the Company is required to pay in the future and (3) potentially decreasing the
principal amount of debt outstanding by permitting holders of a portion of the Company’s existing high-yield
debt securities (the “Outstanding Notes”) to convert into common equity if they participate in the Debt Exchange
(as defined below) or other debt exchange transactions. The proposed Debt Exchange described below and in
Proposal 2 and the potential future debt exchange transactions described in Proposal 3 are important steps in
meeting the Company’s objective of strengthening its capital structure. In order to complete these transactions, it
is necessary to increase the number of shares of Common Stock that the Company is authorized to issue as set
forth in Proposal 1. The matters to be voted on at this meeting are critical components of the Company’s capital
plan.
The Company is a Savings and Loan Holding Company for E*TRADE Bank, its FDIC-insured thrift
subsidiary, and both the Company and E*TRADE Bank are subject to regulation by the Office of Thrift
Supervision (“OTS”) as their primary federal banking regulator. At May 31, 2009, E*TRADE Bank’s Tier 1
capital ratio was 6.07% and E*TRADE Bank’s risk-based capital ratio was 12.75%. The OTS has advised the
Company, and the Company agrees, that E*TRADE needs to raise additional equity capital for E*TRADE Bank
and reduce substantially the amount of the Company’s outstanding debt in order to withstand any further
deterioration in current credit and market conditions. Pursuant to a memorandum of understanding the Company
has entered into with the OTS, the OTS is requiring the Company to submit to the OTS and implement written
plans to address these and related matters. To address the concerns identified by the Company and the OTS, the
Company has:
• Raised nearly $600 million in cash. On June 18, 2009, the Company sold 500 million shares of its
Common Stock in a public offering (the “Public Equity Offering”) which closed on June 24, 2009. The
net proceeds to the Company from the sale of the shares of Common Stock in the Public Equity
Offering were $522.6 million, after deducting underwriting discounts and commissions and estimated
offering expenses. When added to the net proceeds to date from the Company’s Equity Drawdown
Program (described below) the Company has raised net cash equity of approximately $586 million in
the second quarter of 2009.
• Launched an offer to exchange up to $1.7 billion of the Company’s debt. On June 22, 2009, the
Company launched the Debt Exchange, completion of which is conditioned upon approval of Proposal
1 and Proposal 2. If the conditions to the Debt Exchange are met, it will allow the Company to
exchange up to approximately $1.7 billion of outstanding debt securities for an equivalent amount of
newly issued convertible debentures which will not bear interest. As of the expiration of the early
tender period for the Debt Exchange, more than $1.8 billion of notes had been tendered, including an
amount of 12.5% Springing Lien Notes due 2017 that exceeded the maximum amount sought by the
Company and approximately 99% of the Company’s outstanding 8% Senior Notes due 2011. Assuming
that the Debt Exchange is approved by the Company’s stockholders and is completed, it will result in a
significant reduction in annual debt service and significant lengthening of the weighted-average
maturities of the Company’s debt.
The Company believes that the completion of these transactions would constitute substantial progress in
addressing the most significant concerns raised by the OTS, although the OTS has offered no assurance that these
transactions will be sufficient to address their concerns. The Debt Exchange is a critical component of the
Company’s plan and the Company needs stockholder approval to complete it. If the Company is unable to
consummate the Debt Exchange, it will be substantially more likely to face negative regulatory consequences.
Regulatory consequences may take the form of a public supervisory action from
6
the OTS. Such supervisory action could, among other things, result in the Company and E*TRADE Bank
becoming subject to significant restrictions on their ability to develop new business, as well as restrictions on
their existing business, and they could be required to raise additional capital and/or dispose of certain assets and
liabilities within a prescribed period of time. The terms of any public supervisory action by the OTS could have a
material negative effect on the Company’s business and financial condition and the value of its Common Stock.
The Company and E*TRADE Bank could also become subject to supervisory actions by the OTS if market
conditions were to deteriorate to such an extent that the equity capital the Company raised in the Public Equity
Offering proved to be insufficient for E*TRADE Bank’s or its needs. Citadel, the Company’s largest stock and
bond holder, has tendered approximately $1.230 billion aggregate principal of the notes owned by it in the Debt
Exchange and has agreed to vote in favor of the Proposals described in this Proxy Statement. Due to the benefits
that will result from the Debt Exchange, and the adverse consequences the Company will face if the Debt
Exchange is not completed, the Board recommends that the stockholders vote FOR Proposal 1 and 2.
Background
Over the past several months, the Company’s management team has been highly focused on taking
additional steps to strengthen the Company’s capital structure and enhance its financial flexibility. The Company
has considered and continues to explore a variety of capital-raising transactions, including transactions involving
the issuance of preferred stock, common stock, rights, warrants or other equity securities, transactions involving
the sale of businesses or assets, refinancing existing indebtedness, and transactions involving specialized
commercial arrangements. Since May 2009, E*TRADE has entered into a series of transactions to raise cash and
reduce the Company’s debt burden. Affiliates of Citadel Investment Group LLC. (“Citadel”), the Company’s
largest stock and bond holder, have agreed to participate in these transactions, as further described below. Citadel
and its affiliates collectively are referred to as Citadel throughout this proxy statement.
• On May 8, 2009, the Company entered into a distribution agreement with J.P. Morgan Securities Inc.
(“J.P. Morgan”) pursuant to which the Company may offer and sell up to $150,000,000 of shares of its
Common Stock from time to time (the “Equity Drawdown Program”) through J.P. Morgan as
distribution agent. During the period from May 11, 2009 through June 2, 2009, pursuant to the Equity
Drawdown Program, the Company sold 40.7 million shares of its Common Stock, resulting in gross
proceeds to the Company of approximately $65.1 million, or approximately $63.2 million after
deducting underwriting discounts and commissions and estimated offering expenses.
• On June 15, 2009, the Company and a subsidiary entered into an Amended and Restated Equities and
Options Order Handling Agreement (the “Amended and Restated Order Handling Agreement”) with
Citadel. Subject to certain execution quality requirements and regulatory approvals, the Amended and
Restated Order Handling Agreement requires the Company to route 97.5% of its marketable customer
orders in Regulation NMS Stocks (an increase from 40%) until the sixth anniversary of the
commencement date, which will not be later than the later of July 15, 2009 and three (3) business days
following OTS’ approval, and 97.5% all of its customer orders in exchange-listed options to Citadel for
order handling and execution until the third anniversary of the commencement date. Citadel may
extend the options order flow commitment for an additional year on the third, fourth, and fifth
anniversaries of the commencement date. The Company will receive an aggregate cash payment of
$100 million within three business days of the commencement date, of which $65 million is in full
consideration for the increase in NMS Stock flow and $35 million is in exchange for a credit of $35
million toward future payment for options order flow, which the Company will continue to earn on a
monthly basis. Because the Amended and Restated Order Handling Agreement is subject to approval
by the OTS, there is no assurance that the agreement will become effective on the terms negotiated, if
at all. See the Company’s Current Report on Form 8-K filed on June 17, 2009 for further description of
the terms and conditions of the Amended and Restated Order Handling Agreement.
• On June 18, 2009, the Company sold 500 million shares of its Common Stock the Public Equity
Offering which provided net proceeds to the Company from the sale of the shares of Common Stock in
the Public Equity Offering of $522.6 million, after deducting underwriting discounts and commissions
7
and estimated offering expenses. Citadel purchased approximately 90.9 million shares of the
Company’s Common Stock in the Public Equity Offering. The Company did not pay any commissions
and the underwriters did not receive any discounts on shares sold in the Public Equity Offering to
Citadel.
• On June 22, 2009, the Company commenced an offer to all holders of its 8% Senior Notes due 2011
(the “2011 Notes”) and its 12.5% Springing Lien Notes due 2017 (the “2017 Notes” and, together with
the 2011 Notes, the “Notes”) to exchange (the “Debt Exchange”) (i) any and all outstanding 2011
Notes and (ii) up to $310 million aggregate principal amount of 2017 Notes not held by Citadel, plus at
least $600 million but not more than $1 billion of 2017 Notes to be tendered by Citadel, in each case
for an equal aggregate principal amount of convertible debentures due 2019 (the “Debentures”).
Holders tendering their Notes will receive, upon closing of the Debt Exchange, cash in the amount of
the accrued and unpaid interest on the Notes exchanged. During the period ending at midnight, New
York City time, on July 1, 2009 (the “Early Tender Period”), approximately $430 million aggregate
principal amount of 2011 Notes and approximately $1.407 billion aggregate principal amount of 2017
Notes had been validly tendered, including approximately $230 million of 2011 Notes and $1 billion of
2017 Notes tendered by Citadel. The 2011 Notes tendered represent 100% of Citadel’s holdings and
approximately 97% of non-Citadel holdings, and the 2017 Notes tendered represent the maximum of
Citadel’s commitment to participate in the Debt Exchange and approximately 99% of non-Citadel
holdings. Because the aggregate principal amount of 2017 Notes tendered by holders other than Citadel
exceeds $310,000,000, acceptance of the 2017 Notes tendered by such holders for exchange will be
pro-rated. As of June 12, 2009, there were $435.5 million aggregate principal amount of 2011 Notes
and $2,185.6 million aggregate principal amount of 2017 Notes outstanding. The Debentures issued in
the Debt Exchange will be designated as either Class A Debentures or Class B Debentures and will be
identical except for the conversion price for each class of Debentures. The Debt Exchange is described
in greater detail below.
In addition to the transactions described above and the Debt Exchange described below, the Company is
focused on reducing its outstanding indebtedness and interest expense and plans to offer to enter into future debt
exchange transactions with holders of its outstanding high-yield debt securities, including Citadel, for Common
Stock or securities convertible into or exchangeable or exercisable for Common Stock. As of March 31, 2009, the
Company had $3.2 billion face amount of high-yield debt securities outstanding (the “Outstanding Notes”).
Your approval of Proposal 1 (increase in authorized Common Stock) and Proposal 2 (approval of the
Debt Exchange) is a condition to the completion of the Debt Exchange. The Company will not be able to
meaningfully reduce its outstanding indebtedness and interest expense unless, among other things, its
stockholders approve these important proposals.
Terms and Conditions of the Debt Exchange
In the Debt Exchange, the Company has offered to exchange (i) any and all outstanding 2011 Notes and
(ii) up to $310 million aggregate principal amount of 2017 Notes not held by Citadel, plus at least $600 million
but not more than $1 billion of 2017 Notes to be tendered by Citadel. The Debentures issued in the Debt
Exchange will be designated as either Class A Debentures or Class B Debentures and will be identical except for
the conversion price for each class of Debentures. The initial conversion price for the Class A Debentures will be
$1.0340, which is equal to the public offering price of the Common Stock in the Public Equity Offering, minus
underwriting discounts and commissions. The initial conversion price for the Class B Debentures will be
$1.5510, or 150% of the initial conversion price applicable to the Class A Debentures. Holders of more than $1.7
billion aggregate principal amount of Notes, including Citadel, tendered such Notes in the Early Tender Period
and will receive $1.7 billion Class A Debentures in exchange for their tendered Notes if the Company accepts
such tendered Notes, Proposals 1 and 2 are approved and the Debt Exchange is consummated. Holders tendering
their 2011 Notes in the Debt Exchange after the Early Tender Period will be entitled to receive Class B
Debentures in exchange for their tendered 2011 Notes. Citadel has tendered the Notes it has committed to tender
in the Debt Exchange during the Early Tender Period and will receive approximately $1.230 billion Class A
Debentures (representing 71% of the Class A Debentures) if the Debt Exchange is consummated.
8
The material difference between the Debentures and the Notes are as follows:
• the Debentures will have a ten year maturity, whereas the 2011 Notes mature in 2011 and the 2017
Notes mature in 2017;
• the Debentures will not pay any interest, whether in cash or in-kind, nor will the principal amount of
the Debentures increase over time in lieu of interest, whereas the 2011 Notes pay interest at 8% and the
2017 Notes pay interest at 12.5%, which may be capitalized for interest payments prior to May 31,
2010;
• the Debentures will be convertible into shares of the Company’s Common Stock at any time at the
election of the holder, whereas the Notes are not convertible into shares of the Company’s Common
Stock;
• the Debentures will not be redeemable at the option of the Company, but will be redeemable at the
option of holders upon a “Fundamental Change,” which is substantially similar to a “Change of
Control” under the Notes except that a delisting (and failure to secure a listing within a specified cure
period) of the Company’s Common Stock also constitutes a “Fundamental Change,” whereas the Notes
are redeemable at the option of holders upon a “Change of Control” and are redeemable at the option of
Company with the proceeds of public equity offerings. In addition, the Company may redeem the 2017
Notes in connection with a “Change of Control.”
The Debentures will (i) be convertible into a number of shares of the Company’s Common Stock equal to
the quotient of (x) the principal amount of Debentures of such class to be converted and (y) the conversion price
applicable to such Debentures immediately prior to conversion; provided that no holder may convert Debentures
to the extent such conversion would result in either (A) such holder beneficially owning in excess of 9.9% of the
Company’s outstanding Common Stock (which limitation may be waived by such holder), or (B) such holder
owning in excess of 24.9% of the Company’s outstanding Common Stock, under the OTS control rules, which
limitations may be amended or waived, as applicable, upon the later of (a) one year notice to the Company and
(b) receipt of any necessary regulatory approvals, (ii) contain customary anti-dilution provisions, (iii) have
covenants and events of default substantially similar to those of the 2017 Notes and (iv) be subject to covenant
defeasance (but not legal defeasance) on terms substantially similar to those in the Notes, which defeasance shall
not release the Company from its obligation to convert Debentures into Common Stock.
Unlike many conventional zero-coupon convertible debentures that are initially issued at a discount, the
principal amount of the Debentures, whether at maturity or upon early redemption, and the effective conversion
price will remain constant throughout the life of the Debentures, unless adjusted pursuant to the anti-dilution
provisions of the Debentures. The terms of the Debentures are comparable to those contained in many
conventional zero-coupon convertible debentures except that (1) the initial principal amount of the Debentures is
the same as the principal amount due at maturity, whereas many conventional zero-coupon convertible
debentures are issued at a discount to the principal amount due at maturity, (2) the conversion price of
conventional zero-coupon convertible debentures is normally at a premium to market whereas the conversion
price of the Debentures was designed to be at a slight discount to market to encourage holders of the Notes to
participate in the Debt Exchange and (3) the Debentures are subject to certain limitations on conversion designed
to prevent holders from becoming Savings and Loan Holding Companies by virtue of the amount of Common
Stock they hold as a result.
In conventional zero-coupon convertible debentures, the issue price of the security increases (or “accretes”)
to the principal amount due at maturity over time in lieu of periodic payments of interest. Since the conversion
rate, or number of shares issuable per note, for conventional zero-coupon convertible debentures remains
constant unless adjusted pursuant to anti-dilution provisions, the effective conversion price, or number of shares
issuable per dollar amount of principal then due, effectively increases over time. By comparison, the effective
conversion price of the Debentures will remain constant. In determining the terms of the Debentures to be offered
in the Debt Exchange, the Company chose to make them pay no stated interest to conserve cash during the life of
the Debentures and chose not to have the
9
principal amount accrete over time to reduce the cash burden on the Company were it required to pay the
principal amount at maturity in cash.
The Company chose to set the conversion price of the Class A Debentures equal to the net proceeds per
share of Common Stock in the Public Equity Offering after underwriting discounts and commissions as a way to
set terms that existing holders of the 2011 Notes and 2017 Notes would find attractive. In particular, the
Company believes that investors in the Public Equity Offering were able to price in the potential dilution from
the proposed restructuring transaction, including dilution from the potential issuance of Debentures, in
determining what they were willing to pay for the Common Stock. Furthermore, the Company wanted to provide
sufficient value to existing holders of the 2011 Notes and 2017 Notes to ensure substantial participation by
existing holders prior to the expiration of the Early Tender Period and thus to ensure the success of the Debt
Exchange. Therefore, the Company felt it reasonable to exclude the underwriting discounts and commissions in
determining the conversion price for the Debentures. Given that approximately 97 percent of non-Citadel holders
of the 2011 Notes and 99 percent of non-Citadel holders of the 2017 Notes participated in the Debt Exchange
prior to the expiration of the Early Tender Period, the Company believes it achieved its goal.
The Debentures are subject to certain limitations on conversion, described above, which are designed to
prevent holders, including Citadel, from becoming a Savings and Loan Holding Company. In general, a person
who beneficially owns 25% or more of our outstanding Common Stock would, under the OTS control rules, be
deemed a Savings and Loan Holding Company.
The Company is not in default in payment of principal or interest with respect to either the 2011 Notes or
the 2017 Notes.
In connection with the Debt Exchange, the Company has obtained consents representing a majority of the
outstanding principal amount of the 2011 Notes and 2017 Notes (both including and excluding such Notes held
by Citadel) (the “Requisite Consents”) to amend and/or waive certain provisions of the indentures governing the
Notes.
The Company will be obligated to issue an aggregate number of shares of Common Stock issuable upon
conversion of the Debentures to be issued as exchange consideration in the Debt Exchange. Assuming the
maximum amount of Notes are tendered in the Debt Exchange and based on the amount of Notes tendered during
the Early Tender Period, the Company would be obligated to issue up to approximately 1.686 billion shares upon
conversion of the Debentures at the respective initial conversion prices of the Class A Debentures and the
Class B Debentures.
Completion of the Debt Exchange is conditioned upon, among other things, receipt of stockholder approval
to increase the Company’s authorized Common Stock in Proposal 1 of this proxy statement and stockholder
approval of the issuance of the Debentures in Proposal 2. The Debt Exchange also is subject to required
regulatory approvals, including approvals from the OTS with respect to Citadel’s participation in the Debt
Exchange, and other customary closing conditions.
Further details about the terms and conditions of the Debt Exchange are set forth in the Offering
Memorandum and Consent Solicitation Statement dated June 22, 2009, which was filed with the Securities and
Exchange Commission as Exhibit T3E.1 to the Company’s Form T-3 dated June 22, 2009.
Risk Factors—Risks Relating to Proposals 1, 2 and 3
If Proposals 1 and 2 are not approved, the Debt Exchange transaction will not be completed. As a result, the
Company’s primary regulator would likely take action against the Company, including a public form of
supervisory action by the OTS. Any such actions could have a material negative effect on the Company’s
business and the value of its Common Stock.
As discussed above, the Company’s primary federal banking regulator, the OTS, has advised the Company,
and the Company agrees, that it needs to raise additional equity capital for E*TRADE Bank and
10
reduce substantially the amount of the Company’s outstanding debt and interest expense in order to withstand
any further deterioration in current credit and market conditions. Pursuant to a memorandum of understanding
the Company has entered into with the OTS, the OTS is requiring the Company to submit to the OTS and
implement written plans to address these and related matters.
In an effort to address the concerns identified by the Company and the OTS, the Company has raised net
cash equity of $586 million in the second quarter of 2009 and on June 22, 2009 the Company launched the Debt
Exchange. The Company believes completion of these transactions will contribute materially to addressing the
issues raised by the OTS, although the OTS has offered no assurance that these transactions will be sufficient to
satisfy their concerns. If the Company is unable to consummate the Debt Exchange, it would be substantially
more likely to face negative regulatory consequences in the form of a public supervisory action, such as a written
agreement or a cease and desist order, from the OTS. If the OTS were to take any such supervisory action against
the Company, it and E*TRADE Bank could, among other things, become subject to significant restrictions on the
Company’s ability to develop any new business, as well as restrictions on the Company’s existing business, and
the Company could be required to raise additional capital and/or dispose of certain assets and liabilities within a
prescribed period of time. The terms of any public supervisory action by the OTS could have a material negative
effect on the Company’s business and financial condition and the value of its Common Stock. Furthermore, any
significant reduction in E*TRADE Bank’s regulatory capital could result in E*TRADE Bank being less than
“well capitalized” or “adequately capitalized” under applicable capital rules. Either condition could also lead to a
public supervisory action by the OTS. A failure of E*TRADE Bank to be “adequately capitalized” that is not
cured within time periods specified in the indentures governing the Company’s Outstanding Notes would
constitute a default under the Company’s Outstanding Notes and likely result in the Outstanding Notes becoming
immediately due and payable at their full face value.
If the Company were unable to comply with the terms of any supervisory action against it, the Company and
E*TRADE Bank could become subject to further regulatory actions by the OTS, including more severe
restrictions on E*TRADE Bank’s business. The Company and E*TRADE Bank could also become subject to
supervisory actions by the OTS if market conditions were to deteriorate to such an extent that the equity capital
the Company raised in the Public Equity Offering proved to be insufficient for E*TRADE Bank’s or its needs. In
either event, in the worst case, the OTS has the authority to place a thrift, such as E*TRADE Bank, into
receivership, in which case the Federal Deposit Insurance Corporation (the “FDIC”) would likely be appointed
receiver of the thrift and would proceed to, among other things: (i) enter into a purchase and assumption
agreement with a third party in which that third party would purchase and assume all or some of the thrift’s assets
and deposits and liquidate the remaining assets and liabilities; (ii) transfer all or some of the thrift’s assets and
deposits to a “bridge bank” until such time as one or more purchasers may be found for all or some of the “bridge
bank’s” assets and deposits, and liquidate the remaining assets and liabilities; or (iii) liquidate the thrift’s assets
and liabilities and pay insured depositors the amount of their deposits up to the insured limits and, to the extent
sufficient proceeds from the liquidation are available, pay the remaining claims of insured depositors and the
claims of uninsured depositors and other creditors.
In the event of the Company’s bankruptcy or liquidation and E*TRADE Bank’s receivership, E*TRADE
would not be entitled to receive any cash or other property or assets from its subsidiaries (including E*TRADE
Bank and E*TRADE Securities) until those subsidiaries pay in full their respective creditors, including
customers of those subsidiaries and, as applicable, the FDIC and the Securities Investor Protection Corporation.
At the request of the OTS, E*TRADE Securities became a subsidiary of E*TRADE Bank on June 9, 2009. As a
result, claims of the FDIC would also have to be satisfied in full before any of E*TRADE Securities’ assets
would be available to holders of the Company’s Common Stock. Furthermore, in the event of the Company’s
bankruptcy or liquidation, holders of Common Stock would not be entitled to receive any cash or other property
or assets until holders of the Company’s Outstanding Notes and its other creditors have been paid in full, and as a
result you would likely lose the entire value of your investment.
11
The Debt Exchange is part of the Company’s plans to satisfy the requirements by the OTS that the Company
increase its equity and reduce its debt, but the Company does not know whether it will be fully sufficient to satisfy
regulatory requirements.
By completing the Public Equity Offering, the Company has improved its and E*TRADE Bank’s capital
position, but the Company cannot assure you that the amount of cash equity raised in the Public Equity Offering
for E*TRADE Bank, together with the Debt Exchange if consummated, will satisfy the OTS’s requirements. The
OTS is not, at this time, confirming whether the completion of the Public Equity Offering and the Debt Exchange
would improve the Company’s and E*TRADE Bank’s capital position and financial condition to the extent
necessary to avoid the conditions that would lead the OTS to take public supervisory actions against the
Company or E*TRADE Bank. Even if the Company completes the Debt Exchange, the OTS, which the
Company believes is currently considering public supervisory actions against it in the absence of a satisfactory
increase in capital and reduction in debt, may still take such actions at any time. If the OTS takes any such public
supervisory actions against the Company and E*TRADE Bank, such as a cease and desist order, the Company
believes that it could lead to a loss of confidence in the Company and E*TRADE Bank by investors and
customers, as applicable, which could have a materially adverse impact on the Company’s business and financial
condition.
Stockholders will face significant dilution as a result of the Company’s proposed debt exchange transactions and
future equity issuances.
If Proposals 1 and 2 are approved and the Debentures are issued, assuming the maximum number of Notes
are tendered in the Debt Exchange and based on the amount of Notes tendered during the Early Tender Period,
the Debentures will be convertible into an aggregate of up to approximately 1.686 billion shares of Common
Stock at the respective initial conversion prices of the Class A Debentures and Class B Debentures. As a result
and based on such assumptions, upon completion of the Debt Exchange, the shares of Common Stock issuable
upon conversion of the Debentures post-transaction would represent up to 60% of the Company’s outstanding
Common Stock on an as-converted basis. As a result, the Company’s existing stockholders would incur
substantial dilution to their voting interests and will own a smaller percentage of the Company’s outstanding
Common Stock. The dilutive effect of the Debt Exchange may have an adverse impact on the market price of the
Company’s Common Stock.
The Company anticipates that one method for reducing its non-convertible debt in the future will involve
debt exchanges in which the Company raises no cash but reduces the outstanding principal amount, cash interest
payment obligations or extend the maturity profile of the Company’s debt. Such exchange transactions may
reduce the amount of interest the Company is required to pay in the future, reduce the principal amount due at
maturity or extend the maturity profile of the Company’s outstanding debt, but would not result in the Company
receiving cash proceeds. If the Company is able to consummate these debt exchange transactions, including the
Debt Exchange, it expects that the fair market value of the equity or convertible debt the Company issues would
have to exceed the fair market value of the debt offered in exchange in order to provide sufficient incentive to
debtholders to participate. Also, the Company estimates that the aggregate fair market value of the Outstanding
Notes is significantly higher than the fair market value of the Company’s Common Stock. Therefore, any
meaningful reduction in the Company’s leverage through debt exchange transactions would result in significant
dilution to holders of its Common Stock. In addition, a reduction of the Company’s debt in sufficient size to meet
its capital objectives will require participation in these debt exchanges by the Company’s most significant
debtholders, including Citadel. Proposal 3 would permit the Company to enter into such additional debt exchange
transactions in the future.
In the future, the Company may need to raise additional funds via debt and/or equity instruments, which
may not be available on favorable terms, if at all. If adequate funds are not available on acceptable terms, the
Company may be unable to fund its plans for the growth of its business. In addition, if funds are available, the
issuance of equity securities could significantly dilute the value of the Company’s shares of its Common Stock
and cause the market price of its Common Stock to fall. If Proposal 1 is approved by the Company’s
stockholders, the Company will have the ability to issue a significant number of shares of stock in future
transactions without seeking further stockholder approval. However, if such approval is not
12
granted, then the Company will be unable to complete the Debt Exchange and its ability to raise additional funds
in the future may be curtailed.
The Company could as a result of the various transactions described herein, or as a result of future transactions,
experience an “ownership change” for tax purposes that could cause the Company to permanently lose a
significant portion of its U.S. federal and state deferred tax assets.
The transactions contemplated in this proxy statement could cause the Company to experience an
“ownership change” as defined for U.S. federal income tax purposes. Even if these transactions do not cause the
Company to experience an “ownership change,” these transactions materially increase the risk that the Company
could experience an “ownership change” in the future. As a result, issuances or sales of Common Stock or other
securities in the future (including Common Stock issued on conversion of the Debentures and any future
debt-for-equity exchanges), or certain other direct or indirect changes in ownership, could result in an
“ownership change” under Section 382 of the Internal Revenue Code of 1986, as amended. In the event an
“ownership change” were to occur, the Company could realize a permanent loss of a significant portion of its
U.S. federal and state deferred tax assets and lose certain built-in losses that have not been recognized for tax
purposes. The amount of the permanent loss would depend on the size of the annual limitation (which is in part a
function of the Company’s market capitalization at the time of an ownership change) and the remaining
carryforward period (U.S. federal net operating losses generally may be carried forward for a period of 20 years).
The resulting loss would have a material adverse effect on the Company’s results of operations and financial
condition.
The Company has not established a valuation allowance against its U.S. federal deferred tax assets or
against a portion of its state and local deferred tax assets as of March 31, 2009, as the Company believed, based
on its analysis as of that date, that it was more likely than not that all of these assets would be realized.
Section 382 imposes restrictions on the use of a corporation’s net operating losses, certain recognized built-in
losses and other carryovers after an “ownership change” occurs. An “ownership change” is generally a greater
than 50 percentage point increase by certain “5% stockholders” during the testing period, which is generally the
three year-period ending on the transaction date. Upon an “ownership change,” a corporation generally is subject
to an annual limitation on its pre-change losses and certain recognized built-in losses equal to the value of the
loss corporation immediately before the “ownership change,” multiplied by the long-term tax-exempt rate
(subject to certain adjustments). The annual limitation is increased each year to the extent that there is an unused
limitation in a prior year. Since U.S. federal net operating losses generally may be carried forward for up to 20
years, the annual limitation also effectively provides a cap on the cumulative amount of pre-change losses and
certain recognized built-in losses that may be utilized. Pre-change losses and certain recognized built-in losses in
excess of the cap are effectively lost.
The relevant calculations under Section 382 are technical and highly complex. The transactions
contemplated in this proxy statement could cause the Company to experience an “ownership change.” As of
March 31, 2009, the Company’s deferred tax asset reflected on its balance sheet was $1.1 billion. If an
“ownership change” were to occur, the Company believes it would permanently lose the ability to realize a
substantial amount of this asset, resulting in reduction to the Company’s total stockholders’ equity. This could
also decrease E*TRADE Bank’s regulatory capital. The Company does not believe, however, that any such
decrease in regulatory capital would be material because, among other things, only a small portion of the federal
deferred tax asset is currently included in E*TRADE Bank’s regulatory capital.
Impact of the Debt Exchange on the Company’s Capitalization
The following table sets forth the Company’s cash and cash equivalents and its capitalization as of
March 31, 2009:
• on an actual basis;
• on a pro forma basis to give effect to the Company’s entry into the Amended and Restated Order
Handling Agreement (which will become effective only upon approval by the OTS), the receipt of net
proceeds of $63.4 million from the sale of 40,722,445 shares of the
13
Company’s Common Stock through June 2, 2009 pursuant to the Equity Drawdown Program, and the
receipt by the Company of net proceeds of $522.6 million from the sale of 500 million shares of
Common Stock in the Public Equity Offering; and
• on a pro forma, as adjusted basis to give effect to the pro forma changes described above as well as the
consummation of the Debt Exchange based on the amount of Notes tendered as of the expiration of the
Early Tender Period (approximately $430 million aggregate principal amount of 2011 Notes and
$1.310 billion aggregate principal amount of 2017 Notes).
The table should be read in conjunction with “Management’s Discussion and Analysis of Financial
Condition and Results of Operations” in the Company’s Quarterly Report on Form 10-Q for the three months
ended March 31, 2009, its Current Report on Form 8-K filed May 14, 2009, and its consolidated financial
statements and the notes to those financial statements incorporated by reference in this Proxy Statement.
As of March 31, 2009
Actual(1)
Order
Flow and
sale of
Common
Stock
Adjustments
Pro Forma
for Order
Flow and
sale of
Common
Stock(1)(2)
Debt
Exchange
Adjustments
Pro Forma
As Adjusted
for the Debt
Exchange(1)(2)
(in millions, except for share amounts and par value)
Cash and equivalents . . . . . . . . . . . . . . . . . . . . . . . $ 4,492 $ 686 $ 5,178 $ 5,178
Debt:
8.0% Senior Notes due 2011(3) . . . . . . . . . . . . $ 435 $ 435 (430) $ 5
7.375% Senior Notes due 2013(3) . . . . . . . . . . 415 415 415
7.875% Senior Notes due 2015(3) . . . . . . . . . . 243 243 243
12.5% Springing Lien Notes due 2017(3) . . . . 2,057 2,057 (1,310) 747
Class A Convertible Debentures(4) . . . . . . . . . — — 2,266 2,266
Amortization of Premium—Class A
Convertible Debentures(5) . . . . . . . . . . . . . . — — (526) (526)
Class B Convertible Debentures(6) . . . . . . . . . — — — —
Discount and fair value adjustments . . . . . . . . (397) (397) 259 (138)
Total debt . . . . . . . . . . . . . . . . . . . . 2,753 2,753 259 3,012
Stockholders equity:
Preferred stock; 1,000,000 shares
authorized; . . . . . . . . . . . . . . . . . . . . . — — —
Common stock, $0.01 par value;
1,200,000,000 shares authorized;
572,051,743(7) shares issued and
outstanding actual, 1,112,774,188
shares issued and outstanding pro
forma . . . . . . . . . . . . . . . . . . . . . . . . . . 6 5 11 11
Additional paid-in capital . . . . . . . . . . . . . . . . 4,085 580 4,665 507(8) 5,172
Accumulated deficit . . . . . . . . . . . . . . . . . . . . (1,079) (169) (1,248) (736)(9) (1,984)
Accumulated other comprehensive loss . . . . . (554) (554) (554)
Total stockholders’ equity . . . . . . . 2,458 416 2,874 (229) 2,645
Total capitalization . . . . . . . . . . . . . . . . . . . . . . . . . $ 5,211 $ 416 $ 5,627 30 $ 5,657
(1) The actual and pro forma columns in this table do not give effect to the increase in the authorized shares of
the Common Stock set forth in Proposal 1. See note 7 below.
14
(2) As a result of the Amended and Restated Order Handling Agreement (which will become effective only
upon approval by the OTS), the Company’s Capital Markets business will no longer receive this order flow,
which results in a decrease in the level of income attributed to this business. As such, it is likely that the
goodwill and intangibles of approximately $170 million related to the Company’s Capital Markets business
will be impaired. This potential impairment is reflected in the table on a pro forma basis.
(3) Debt balances represent principal amount, which is exclusive of premium (discount) and adjustments on fair
value hedge relationships.
(4) This amount represents the fair value of Class A Debentures. These amounts represent the maximum
principal amount of 2017 Notes and 99% of the maximum principal amount of 2011 Notes that the
Company offered to exchange. The Notes tendered for exchange include approximately $230 million and $1
billion of Citadel’s holdings in the Company’s 2011 Notes and 2017 Notes, respectively. As a result, based
on the results obtained as of the expiration of the Early Tender Period, Citadel will own approximately
$1.230 billion aggregate principal amount, or 71%, of the Company’s Class A Debentures, which will be
convertible into 1,189,792,070 shares of Common Stock at the initial conversion price of $1.0340 per share.
The methodology for determining the fair value of the Class A Debentures is based on three factors:
intrinsic value of the underlying stock, 10-year put option value and debenture liquidity discount.
The intrinsic value of the underlying Common Stock represents the value of the underlying shares of the
Common Stock at the date of determination. This is the factor with the most impact to the determination of
the fair value of the Debentures and fluctuates with the price of Common Stock. As the price of the
Common Stock increases, the fair value of the Debentures increases.
The value of the 10-year put option represents the value associated with the option for bondholders to
receive cash equal to the face value of the Debentures at the end of 10 years. The Company used a Black
Scholes option pricing model with a stock price of $1.19 (the closing price on July 10, 2009), a stock
volatility of 45% and a risk-free rate of 3.303% (semi-annual bond equivalent yield basis) when determining
the fair value of this option.
The debenture liquidity discount takes into consideration that the Debentures may not be as liquid as the
Common Stock or be readily tradable once issued. The Company assumed a liquidity discount of 10% when
determining the fair value of the Debentures. For each 1% increase in the liquidity discount rate, there is
approximately a 1% decrease in fair value and visa versa.
(5) The premium is a result of the fair value exceeding the face value of the Class A Debentures issued and will
be fully accreted into additional paid-in capital (“APIC”) upon recordation of the transaction. See footnote 4
for more detail on the fair value of the Class A Debentures and footnote 8 for more detail on the premium.
(6) Up to $5.9 million aggregate principal amount of 2011 Notes may be tendered prior to the expiration of the
Debt Exchange. Any such 2011 Notes would be exchanged for Class B Debentures.
(7) This number is the total number of shares outstanding as of March 31, 2009. The number of shares of
Common Stock outstanding as of June 26, 2009 is 1,115,429,538, which does not include:
• 31,767,825 shares subject to outstanding options at a weighted average exercise price of $9.48 per
share as of June 26, 2009;
• 11,664,004 shares underlying outstanding restricted stock units as of June 26, 2009;
• 29,802,637 additional shares reserved as of June 26, 2009 for future issuance under the
Company’s equity incentive plans; and
• on an actual and pro forma as adjusted basis, shares of Common Stock issuable upon conversion
of Debentures issued upon completion of the Debt Exchange. Based on the aggregate principal
amount of Notes tendered in the Early Tender Period, a total of 1,682,413,926 shares of Common
Stock will be issuable upon conversion of the Class A Debentures at the initial conversion price.
The Company may issue up to $5.9 million of Class B Debentures, which
15
would be convertible into up to 3,803,353 additional shares of Common Stock at the initial
conversion price of $1.5510 per share.
(8) The impact to APIC relates to the premium associated with the fair value exceeding the face value of the
Class A Debentures issued. Since accretion of the premium would result in a negative yield on the
Debentures as they are zero-coupon convertible debentures, the premium is fully accreted into APIC upon
recordation of the transaction. The premium of $526 million is slightly offset by accrued deal costs of
approximately $19 million.
(9) Includes a pre-tax loss on exchange of $786 million and includes the write-off of capitalized debt issuance
costs associated with the exchanged debt. This loss is based on the estimated fair value of Debentures issued
of $2,266 million. The price of the Common Stock assumed in determining this fair value was the closing
price of the stock on July 10, 2009, or $1.19.
The pro forma and pro forma as adjusted information discussed above is illustrative only and will change
based on the actual total amount of Notes tendered in the Debt Exchange.
Based on the $430 million aggregate principal amount of 2011 Notes and $1,310 million aggregate principal
amount of 2017 Notes tendered as of the expiration of the Early Tender Period, the Debt Exchange will result in
a substantial reduction on the Company’s corporate interest expense. The substantial reduction in the Company’s
corporate interest expense results from the exchange of 2011 Notes, which bear interest at 8% per year, and 2017
Notes, which bear interest at 12.5% per year plus accrual of original issue discount, for Debentures which are
non-interest bearing and which are not deemed issued at a discount. The impact on the Company’s corporate
interest expense is as follows:
• the Company’s pro forma corporate interest expense for the year ended December 31, 2008 would have
been reduced by approximately $164 million with respect to the 2017 Notes (including $82 million
which was paid in the form of additional Notes in November 2008) and $34 million with respect to the
2011 Notes;
• the Company’s pro forma corporate interest expense for the three months ended March 31, 2009 would
have been reduced by approximately $41 million with respect to the 2017 Notes and $9 million with
respect to the 2011 Notes; and
• the Company estimates that its future corporate interest expense will be reduced by approximately $9
million with respect to the 2011 Notes and $41 million with respect to the 2017 Notes, respectively, on
a quarterly basis.
In addition, based on the amount of Notes tendered during the Early Tender Period, the Company will
recognize a loss in 2009 to the extent the book value of such Notes is less than the fair value of the Debentures
issued in exchange for such Notes. The book value of such 2011 Notes and 2017 Notes currently includes an
aggregate discount of approximately $260 million, which will increase the loss on exchange by the same amount.
For example, if the Debentures are determined to have a fair value equal to their principal amount, such loss
would be $260 million. The fair value of the Debentures is not estimable at this time and will depend, among
other things, on the trading price of the Company’s Common Stock upon closing of the Debt Exchange. The
table below illustrates the impact of movements in the Company’s trading price on the fair value of the
Debentures and the resulting loss that would be recorded at the exchange date:
16
Assumed stock price
Principal
Amount of
Notes
Tendered
and Issued
Estimated
Fair
Value of
Notes
Issued
Loss Upon
Exchange(2)
Additional
Paid-in
Capital(3)
Accumulated
Deficit
$2.00 . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . $1,740 $3,359 $(1,879) $6,265 $(3,077)
$1.75 . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . $1,740 $3,013 $(1,533) $5,919 $(2,731)
$1.50 . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . $1,740 $2,674 $(1,194) $5,580 $(2,392)
$1.25 . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . $1,740 $2,344 $ (864) $5,250 $(2,062)
$1.19(1) . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . $1,740 $2,266 $ (786) $5,172 $(1,984)
$1.00 . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . $1,740 $2,025 $ (545) $4,931 $(1,743)
$0.75 . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . $1,740 $1,725 $ (245) $4,631 $(1,443)
(1) This is the stock price assumed in the pro forma balance sheet data included in the table above.
(2) The loss upon exchange includes the write-off of the discount and fair value adjustments of approximately
$260 million on the 2011 Notes and 2017 Notes in addition to the loss on the Class A Debentures issued.
(3) The impact to APIC relates to the premium associated with the fair value exceeding the face value of the
Class A Debentures issued. This amount is primarily due to the price of Common Stock being in excess of
the stated conversion price of the Class A Debentures. As the price of Common Stock increases, the fair
value adjustment will increase and vice versa. Since accretion of the premium would result in a negative
yield on the Debentures as they are zero-coupon convertible debentures, the premium is fully accreted into
APIC upon recordation of the transaction. As a result, the excess of the fair value over the face value is
recorded in APIC.
Based on the amount of notes tendered during the Early Tender Period, the Company’s basic and
diluted loss per share would have been $(1.21) for the year ended December 31, 2008 and $(1.03) for the three
months ended March 31, 2009, respectively.
Relationship With Citadel
In November 2007, the Company entered into an agreement to receive a $2.5 billion cash infusion from
Citadel. In consideration for the cash infusion, Citadel received three primary items: substantially all of the
Company’s asset-backed securities portfolio, approximately 79.9 million shares of the Company’s Common
Stock and approximately $1.8 billion in 2017 Notes.
Citadel is the largest holder of the Company’s Common Stock, and owns approximately 180 million shares
(approximately 16%), including shares purchased by Citadel in the Public Equity Offering. In addition, not
taking into account any Notes tendered in the Debt Exchange, Citadel beneficially holds approximately 52.8% of
the principal amount of the outstanding 2011 Notes and approximately 81.2% of the principal amount of the
outstanding 2017 Notes, and a majority of each of the Company’s 7.375% Senior Notes due 2013 and 7.875%
Senior Notes due 2015.
Board of Directors
Effective June 8, 2009, the Company’s Board of Directors expanded the number of members of the Board
from eleven to twelve, expanded the number of Class II directors from three to four and appointed Kenneth C.
Griffin, President and Chief Executive Officer of Citadel Investment Group, L.L.C., as a director. Mr. Griffin will
be a Class II member of the Board and will stand for election by the stockholders at the next annual meeting.
Mr. Griffin was appointed pursuant to the right of Wingate Capital Ltd., an affiliate of Citadel, under the Master
Investment and Securities Purchase Agreement dated November 29, 2007 between Wingate Capital Ltd. and the
Company.
Also as of June 8, 2009, the Board appointed Mr. Griffin to serve as a member of its Finance and Risk
Oversight Committee.
The Board approved the payment of a $25,000 cash annual retainer to Mr. Griffin under the terms of the
Company’s non-employee director compensation policy as in effect from time to time, as described in the proxy
statement for the Company’s 2009 annual meeting of stockholders.
17
Exchange Agreement
Pursuant to an Exchange Agreement dated June 17, 2009, as amended (the “Exchange Agreement”) between
E*TRADE and Citadel, under which Citadel agreed to early tender in the Debt Exchange not less than $200
million aggregate principal amount of its 2011 Notes and not less than $600 million, nor more than $1 billion,
aggregate principal amount of its 2017 Notes for exchange in, and not to withdraw any of these tendered Notes
(except as set forth in the Exchange Agreement) from the Debt Exchange. As of July 1, 2009, Citadel tendered
approximately $230 million aggregate principal amount of its 2011 Notes and $1 billion aggregate principal
amount of its 2017 Notes. Citadel, which by itself controls a majority of the outstanding principal amount of each
of the 2011 Notes and the 2017 Notes, also provided its consent with respect to a principal amount of 2011 Notes
and 2017 Notes not tendered by Citadel as necessary to ensure that consents with respect to a majority of the
aggregate principal amount of each of the 2011 Notes and 2017 Notes were delivered by the end of the Early
Tender Period and waived any consent fee with respect to any and all such Notes, unless the Debt Exchange is
not consummated in which case Citadel will be entitled to the same fee as other consenting holders of the Notes.
If the Exchange Agreement is terminated by either party, the Company will terminate the Debt Exchange.
Additionally, pursuant to its commitment under the Exchange Agreement, Citadel purchased $100 million of the
Company’s Common Stock in the Public Equity Offering.
Transfer Restrictions Applicable to the Debentures
The terms of the Debentures include certain restrictions on conversion of the Debentures. For example, a
holder of the Debentures may not convert Debentures to the extent such conversion would result in it beneficially
owning as defined in Rule 13d-3 of the Exchange Act in excess of 9.9% of the Company’s Common Stock
outstanding immediately after giving effect to such conversion.
In addition, a holder of the Debentures may not convert Debentures to the extent such conversion would
result in it holding in excess of 24.9% of the Company’s Common Stock. These limitations may be waived by
any holder effective upon the later of (a) one year from the date of notice provided by the holders to the
Company, and (b) receipt of any necessary regulatory approvals.
Citadel has agreed that it will not transfer Debentures to the extent all Debentures held by Citadel on an
as-converted basis, as a percentage of the Common Stock, combined with the shares of the Common Stock held
by Citadel, would, in the aggregate, exceed 24.9% of the Company’s voting stock (as such percentage is
calculated under the OTS’ Acquisition of Control Regulations, 12 C.F.R. § 574). Notwithstanding the foregoing,
there will be no such transfer limitations applicable to Citadel with respect to Debentures that are converted or
transferred in: (i) widely dispersed public offerings; (ii) private sales in which no purchaser or group of
purchasers acting in concert would acquire more than 2% of the Common Stock on a fully diluted basis;
provided, for the avoidance of doubt, Debentures may not be sold in a private sale to the extent such sale would
cause the transferee to purchase from Citadel, in aggregate, in excess of 24.9% of the Common Stock and
Debentures (on an as converted basis as a percentage of the Common Stock, assuming conversion of Debentures
only by the transferee); (iii) transfers or sales to the Company or one of its subsidiaries; (iv) transfers or sales to
an unaffiliated third party acquiring a majority of the Common Stock or merging with the Company; or
(v) transfers to affiliates of Citadel (which affiliates will continue to be bound by the restrictions set forth above.)
Amendment to Rights Plan and Agreement to Submit Rights Plan Proposal to E*TRADE Stockholders
In connection with the Company’s Public Equity Offering and the Debt Exchange, the Company amended
the Rights Agreement, dated of July 9, 2001, as amended, between the Company and American Stock Transfer
and Trust Company (the “Stockholder Rights Plan”) to:
• exempt Citadel from becoming an “Acquiring Person,” as defined in the Stockholder Rights Plan, in
connection with its purchase of shares in the Company’s Public Equity Offering and its acquisition of
Debentures (including the Common Stock issuable upon conversion thereof), as well as pursuant to the
exercise of its pre-emptive rights as described below;
• increase Citadel’s allowance for acquiring additional shares of the Company’s Common Stock without
becoming an Acquiring Person from approximately 8.5 million shares to 25.0 million
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shares (excluding shares acquired by exercise of its preemptive rights, acquired upon conversion of the
Debentures, purchased in the Public Equity Offering and purchased during any Rights Plan Holiday
Period), effective and contingent upon the settlement of the Debt Exchange; and
• provide that Citadel will be exempt from becoming an Acquiring Person with respect to any
acquisitions of additional shares of the Company’s Common Stock during any Rights Plan Holiday
Period, effective and contingent upon the settlement of this Debt Exchange.
A “Rights Plan Holiday Period” means, at any time in which the Company’s Stockholder Rights Plan
remains in effect, the period commencing upon the Company’s public disclosure that E*TRADE Bank has failed
to satisfy the Financial Metrics Test for any quarter and ending upon the next public disclosure that E*TRADE
Bank has once again satisfied the Financial Metrics Test at the end of a quarter.
The “Financial Metrics Test” means, at the balance sheet date for a fiscal quarter, that E*TRADE Bank has
both (i) at least $450 million in Excess Risk-Based Capital and (ii) a Tier 1 Capital Ratio of at least 6.00%.
“Excess Risk-Based Capital” means that portion of E*TRADE Bank’s total capital, as such term is defined
in 12 CFR 567.5(c) (as currently or hereafter in effect), that is in excess of the amount of total capital that would
be required in order for E*TRADE Bank to have a total risk-based capital ratio of 10.0% as calculated in
accordance with 12 CFR Part 567 (as currently or hereafter in effect).
“Tier 1 Capital Ratio” means E*TRADE Bank’s core capital, as such term is defined in 12 CFR 567.5(a) (as
currently or hereafter in effect), divided by its adjusted total assets, as such term is defined in 12 CFR 567.1 (as
currently or hereafter in effect).
In addition, the Company agreed that at the Special Meeting it would submit to its stockholders an advisory
resolution regarding whether the Company should retain or terminate its Stockholder Rights Plan. The Company
has agreed with Citadel that neither the Company’s Board of Directors nor Citadel will take any position on
whether stockholders should vote to retain or terminate the Stockholder Rights Plan or otherwise seek to
influence the outcome of the advisory vote. Citadel has agreed that it will vote its shares representing no more
than 9.9% of the Company’s shares outstanding and entitled to vote at the Special Meeting on this advisory
resolution to terminate the Stockholder Rights Plan, and that it will vote the balance of its shares on the advisory
resolution in the same proportions, to retain or terminate the Stockholder Rights Plan, as the votes cast by all
other stockholders. Following the vote, which will not be binding, the Company’s Board of Directors will
determine whether to retain or terminate the Company’s Stockholder Rights Plan based on its consideration of all
factors deemed relevant to the exercise of its fiduciary duties.
Preemptive Rights
Under the Exchange Agreement the Company also granted Citadel pre-emptive rights to allow Citadel to
maintain its fully diluted percentage ownership of the Company’s Common Stock in connection with future
issuances by the Company, subject to Citadel’s purchasing the Company’s securities on the same terms and
conditions as other purchasers and certain other conditions. The pre-emptive rights became effective upon the
expiration of the Early Tender Period. If the Company fails to complete the Debt Exchange, then Citadel’s
pre-emptive rights will terminate and be of no further force or effect.
The pre-emptive rights will not apply to issuances of Common Stock or securities convertible into or
exercisable for shares of the Company’s Common Stock, among other things, (i) in connection with acquisitions
by the Company of other companies or businesses, (ii) in exchange for the Company’s 2011 Notes, 2013 Notes,
2015 Notes or 2017 Notes or (iii) pursuant to the Company’s stock plans or otherwise in equity compensation
arrangements with its directors, officers, employees or consultants.
The pre-emptive rights will be in effect so long as the Company has in effect a stockholder rights plan,
provided that the pre-emptive rights shall terminate and be of no further force or effect upon the
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earliest to occur of (i) the earlier of the termination of the Exchange Agreement or failure to consummate the
Debt Exchange by October 31, 2009 or (ii) the date after the consummation of the Debt Exchange that Citadel
beneficially owns less than 19.9% of the Company’s outstanding Common Stock on a fully diluted basis
assuming conversion of all securities beneficially owned by Citadel (whether or not such securities are
convertible or exchangeable for shares of Common Stock at such time in accordance with their terms or by
reason of any condition precedent to such conversion or exchange not been satisfied at such time). The
pre-emptive rights will be suspended upon the termination of the Company’s Stockholder Rights Plan, but will be
automatically reinstated if the Company reinstates its Stockholder Rights Plan or if the Company subsequently
adopts a new rights plan, “poison pill” or similar plan.
The description of the terms of the Exchange Agreement is a summary and does not purport to be complete.
The full Exchange Agreement is attached as Exhibit 10.1 to the Company’s Current Report on Form 8-K filed
with the SEC on June 17, 2009.
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PROPOSAL 1. INCREASE IN AUTHORIZED SHARES OF COMMON STOCK
Proposal
The Board of Directors proposes to amend Article FOURTH of the Company’s Restated Certificate of
Incorporation to increase the number of shares of Common Stock the Company is authorized to issue from
1,200,000,000 to 4,000,000,000, and, correspondingly, increase the total number of authorized shares of capital
stock from 1,201,000,000 to 4,001,000,000.
Reason for Request for Stockholder Approval
As of June 26, 2009, there were:
• 1,115,429,538 shares of Common Stock issued and outstanding, including 40,722,445 shares issued
pursuant to the Equity Drawdown Program and 500,000,000 shares of Common Stock issued pursuant
to the Public Equity Offering; and
• an aggregate of up to 73,234,466 shares of Common Stock reserved for issuance under the Company’s
existing equity incentive arrangements and awards issued pursuant thereto.
The Company needs to increase the number of shares of Common Stock it is authorized to issue in order to
fulfill its commitment to issue Common Stock issuable upon conversion of the Debentures to be issued as
exchange consideration in the Debt Exchange. Assuming the maximum amount of Notes are tendered in the Debt
Exchange and based on the amount of Notes tendered during the Early Tender Period, the Company would be
obligated to issue approximately 1.686 billion shares upon conversion of the Debentures. The proposed increase
in the number of authorized shares of Common Stock is a condition to the completion of the Debt Exchange. In
addition, the additional shares of Common Stock would facilitate the Company’s participation in the U.S.
Treasury Department’s TARP Capital Purchase Program, which would require the Company to issue warrants to
acquire Common Stock to the U.S. Treasury and would give the Company the flexibility to conduct additional
debt exchanges and raise capital.
Impact on Stockholders of Approval or Disapproval of this Proposal
If this Proposal is not approved, the Company will be unable to complete the Debt Exchange, as it will not
have sufficient authorized shares to issue the number of shares of Common Stock issuable upon conversion of the
Debentures. If the Company is unable to complete the Debt Exchange, the existing debt will remain in place
without any extension of debt maturities or reduction in cash interest expenses, negatively impacting the value of
the Company’s Common Stock and bringing about negative regulatory consequences as described above under
“Overview—Risk Factors—Risks Relating To Proposals 1, 2 and 3.” The Company may be unable to strengthen
its capital structure to the extent that the OTS has requested and, as a result, may face a public supervisory action,
could be required to raise additional capital and/or dispose of certain assets and liabilities within a prescribed
period of time, and could have restrictions placed on its ability to conduct business. In the worst case, the OTS
has the authority to place a thrift, such as E*TRADE Bank, into receivership and, as a result, you would likely
lose the entire value of your Common Stock. Due to the benefits that will result from the Debt Exchange, and the
adverse consequences the Company will face if the Debt Exchange is not completed, the Board recommends
that the stockholders vote FOR this Proposal.
If approved, the increase in authorized Common Stock will facilitate the Company’s ability to complete the
Debt Exchange and will enable the Company to avail itself of any additional potential opportunities to execute on
its plan to reduce indebtedness by conducting additional debt exchanges and raise cash proceeds, all as discussed
in this proxy statement under “Overview.” It would also give the Company the ability to issue shares for other
general corporate purposes. As a result of the Debt Exchange, the Company’s existing stockholders will incur
substantial dilution to their voting interests and will own a smaller percentage of the Company’s outstanding
Common Stock. The dilutive effect of the Debt Exchange may have an adverse impact on the market price of the
Company’s Common Stock. Additional issuances of Common Stock would further dilute the interests of existing
stockholders.
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Except as described in this proxy statement, the Company has no current plans to issue shares in an
exchange, merger, consolidation, acquisition or similar transaction. Approval of the amendment to the
Company’s Restated Certificate of Incorporation would in certain circumstances permit such actions to be taken
without the delays and expense associated with obtaining stockholder approval at that time, except to the extent
required by applicable state law or stock exchange listing requirements for the particular transaction. Although
the availability of additional shares of stock provides flexibility in carrying out corporate purposes, the increase
in the number of shares of authorized stock could make it more difficult for a third party to acquire a majority of
the Company’s outstanding voting stock and could also result in the issuance of a significant number of shares to
one or more investors in transactions that may not require stockholder approval. For more information regarding
dilution to stockholders, see “Overview – Risk Factors – Risks Relating To Proposals 1, 2 and 3.”
Text of the Proposed Amendment to the Restated Certificate of Incorporation
The Board of Directors has adopted resolutions setting forth the following proposed amendment to the
Restated Certificate of Incorporation and directing that the proposed amendment be submitted to the holders of
the Company’s Common Stock for approval at the Special Meeting.
FOURTH. (a) The Corporation is authorized to issue two classes of stock to be designated, respectively,
“Common Stock” and “Preferred Stock.” The total number of shares that the Corporation is authorized to
issue is 4,001,000,000 shares. 4,000,000,000 shares shall be Common Stock, $0.01 par value per share (the
“Common Stock”). 1,000,000 shares shall be Preferred Stock, $0.01 par value per share, of which 1 share
shall be designated Series A Preferred Stock and 500,000 shares shall be designated Series B Preferred
Stock. The Series A Preferred Stock and Series B Preferred Stock are collectively referred to as “Preferred
Stock.”
If adopted by the stockholders, the amendment to the Restated Certificate of Incorporation will become
effective upon filing of a certificate of amendment to the Restated Certificate of Incorporation with the Secretary
of State of Delaware.
Vote Required and Board of Directors’ Recommendation
Approval of the amendment to the Restated Certificate of Incorporation requires the affirmative vote of a
majority of the shares of the Common Stock entitled to vote on the matter. As a result, abstentions, broker
non-votes or the failure to submit a proxy or vote in person at the Special Meeting will have the same effect as a
vote against the proposal.
The E*TRADE Board of Directors recommends that stockholders vote FOR the approval of the
amendment to Article FOURTH of the Restated Certificate of Incorporation to increase the authorized
number of shares of Common Stock from 1,200,000,000 to 4,000,000,000 shares and, correspondingly,
increase the total number of authorized shares of capital stock from 1,201,000,000 to 4,001,000,000.
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PROPOSAL 2. THE ISSUANCE OF DEBENTURES AND THE ISSUANCE OF THE COMMON
STOCK UPON CONVERSION OF THE DEBENTURES
Proposal
The Company is seeking stockholder approval under the applicable provisions of NASDAQ Marketplace
Rule 5635 for the issuance of Common Stock issuable upon the conversion of the Debentures to be issued as
exchange consideration in the Debt Exchange. As described above under the caption “Terms and Conditions of
the Debt Exchange,” the Company will offer to issue Debentures in exchange for the surrender and cancellation
of up to $435.5 million aggregate principal amount of 2011 Notes and up to $1.3 billion aggregate principal
amount of 2017 Notes. The Company will be obligated to issue shares of Common Stock upon conversion of the
Debentures to be issued as exchange consideration in the Debt Exchange. Assuming the maximum amount of
Notes are tendered in the Debt Exchange and based on the amount of Notes tendered during the Early Tender
Period, the Company would be obligated to issue an aggregate of approximately 1.686 billion shares upon
conversion of the Debentures at the respective initial conversion price of Class A Debentures and Class B
Debentures.
For a more detailed description of the Debt Exchange and the terms of the Class A Debentures and Class B
Debentures, see the section entitled “Description of the Debt Exchange” above.
Reason for Request for Stockholder Approval
The Company’s Common Stock is listed on the NASDAQ Global Select Market, and the Company is
subject to the NASDAQ Marketplace Rules. The Company is seeking approval for the issuance of Common
Stock issuable upon the conversion of the Debentures issued in the Debt Exchange under all the applicable
provisions of Marketplace Rule 5635, which applies to the issuance of securities in certain circumstances.
NASDAQ Marketplace Rule 5635(d) requires stockholder approval of the issuance of common stock equal
to 20% or more of the common stock outstanding before the issuance for less than the greater of book or market
value of the stock. Because the Company has agreed to issue securities convertible into more than 20% of the
Company’s shares at a price that is lower than the book value of the shares, the Company is seeking stockholder
approval pursuant to Marketplace Rule 5635(d).
In addition, under Marketplace Rule 5635(b), companies are required to obtain stockholder approval prior to
the issuance of securities when the issuance or potential issuance would result in a “change of control” as defined
by NASDAQ. NASDAQ generally characterizes a transaction whereby an investor or group of investors
acquires, or obtains the right to acquire, 20% of more of the voting power of an issuer on a post–transaction basis
as a “change of control” for purposes of Rule 5635(b). As of June 26, 2009 Citadel holds approximately 16% of
the Company’s outstanding pre-transaction shares of Common Stock. Assuming approval by the stockholders of
this proposal and Citadel’s participation in the Debt Exchange, Citadel could acquire more than 20% of voting
power of the Company’s Common Stock. Because Citadel could potentially own in excess of 20% of the voting
power of the Company’s Common Stock following Debt Exchange, the Company is seeking stockholder
approval in order to comply with Marketplace Rule 5635(b).
Furthermore, under Marketplace Rule 5635(c), companies are required to obtain stockholder approval prior
to issuance of common stock or securities convertible into or exercisable for common stock to certain affiliates in
a private placement at a price less than the market value of the common stock, as such issuance is considered a
form of “equity compensation”. To the extent that the issuance of the Debentures could be considered a form of
“equity compensation”, the Company is seeking stockholder approval pursuant to Marketplace Rule 5635(c).
Impact on Stockholders of Approval or Disapproval of this Proposal
If this Proposal is not approved, the Company will be unable to complete the Debt Exchange and will be
unable to retire the 2011 Notes and 2017 Notes tendered in the Debt Exchange. As discussed in relation
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to Proposal 1 and under “Overview—Risk Factors—Risks Relating To Proposals 1, 2 and 3,” if this Proposal is
not approved, the Company will face negative regulatory consequences which are likely to have a material
adverse effect on its business and the value of its Common Stock. For the reasons stated previously, the Board
therefore recommends that the stockholders vote FOR this Proposal.
If this Proposal is approved, there may be other effects on the stockholders, including the following:
Citadel may exercise significant influence over the Company and Citadel’s interests may conflict with the
interests of other stockholders.
Citadel holds a majority of the outstanding notes in each series of the Company’s high-yield debt securities.
Following the Debt Exchange and Public Equity Offering, the Company estimates that the Common Stock owned
by Citadel, together with the Common Stock issuable on conversion of the Debentures received by Citadel, will
represent 49% of the Company’s Common Stock on a fully diluted basis, depending on the total amount of Notes
tendered in the Debt Exchange. This would most likely be sufficient to permit Citadel to elect a substantial number
of directors and control or significantly impact corporate policy. Citadel will be unable to accomplish these matters
for so long as it is subject to certain rules of the OTS regarding rebuttal of control over thrifts and thrift holding
companies. If these rules change, or if Citadel receives a waiver or decides to become a thrift holding company, it
will be in a position to elect a substantial number of directors and to control, or substantially impact, corporate
policy. Further, if Citadel acquires common shares representing more than 50% of the total voting power, holders of
the Company’s debt securities would have the right to require the Company to repurchase all such securities for
cash at a premium to their face amount. In addition, Citadel is an independent entity with its own investors and is
entitled to act in its own economic interest with respect to its equity and debt investments in E*TRADE. Any sales
by Citadel of the Company’s Common Stock it received under the Investment Agreement, in the Public Equity
Offering or upon conversion of the Debentures may have a depressing effect on the trading price of the Company’s
Common Stock. After the Debt Exchange, Citadel would own 71% of the Class A Debentures and 88% of the
remaining outstanding 2017 Notes. Citadel has a right to declare defaults and enforce remedies just like any other
lender for so long as Citadel retains 25% or more of the applicable series of high-yield debt securities. In pursuing
its economic interests, Citadel may make decisions with respect to fundamental corporate transactions which may
be different than the decisions of investors who own only common shares.
The issuance of the Debentures may have an anti-takeover effect on the Company.
The issuance of the Debentures could have an anti-takeover effect because such issuance would make it
more difficult for, or discourage an attempt by, a party to obtain control of the Company by tender offer or other
means. The issuance of the Common Stock issuable upon conversion of the Debentures will increase the number
of shares entitled to vote, increase the number of votes required to approve a change of control of the Company,
and dilute the interest of a party attempting to obtain control of the Company. The Board of Directors does not
have any current knowledge of any effort by any other third party to accumulate the Company’s securities or
obtain control of the Company by any means.
Vote Required and Board of Directors’ Recommendation
The affirmative vote of the holders of a majority of the shares of Common Stock present in person or
represented by proxy and voting on the matter is necessary under Rule 5635(e)(4) of the NASDAQ Marketplace
Rules to approve the issuance of the Common Stock issuable upon conversion of the Debentures. Accordingly,
failure to vote and broker non-votes will not affect whether this proposal is approved, but an abstention will have
the same effect as a vote against the proposal.
The E*TRADE Board of Directors has approved the Debt Exchange and the issuance of the Debentures
and the issuance of the Common Stock upon conversion of the Debentures. Based on E*TRADE’s reasons for
the Debt Exchange described in this proxy statement, the Board of Directors of E*TRADE believes that the
approval of the issuance of Debentures and the issuance of Common Stock upon conversion of the
Debentures is in the best interests of E*TRADE and its stockholders and recommends that you vote FOR
approval of the issuance of the Debentures and the issuance of Common Stock upon conversion of the
Debentures under the applicable provisions of NASDAQ Marketplace Rule 5635.
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PROPOSAL 3. POTENTIAL ISSUANCE OF SHARES OF COMMON STOCK
Proposal
The Company is seeking stockholder approval under the applicable provisions of NASDAQ Marketplace
Rule 5635 for the potential issuance of up to 365 million shares of Common Stock, or securities convertible into
or exchangeable or exercisable for Common Stock, in connection with potential future exchange transactions for
its Outstanding Notes. The Company may decide to offer to exchange Common Stock, or securities convertible
into or exchangeable or exercisable for Common Stock, for the Outstanding Notes in a registered tender offer or
from time to time in one or more privately negotiated transactions that are exempt from registration pursuant to
the Securities Act under Section 3(a)(9) or otherwise. Although the Company expects to offer to enter into these
debt exchange transactions with the holders of its Outstanding Notes, no such holders have made any
commitments to enter into any such transactions and there can be no assurance that the holders will agree to any
such exchanges in the future.
Reason for Request for Stockholder Approval and Impact on Stockholders of Approval or Disapproval of
this Proposal
As discussed in more detail under “Overview” above, the Company is seeking to reduce its outstanding
indebtedness and strengthen its capital structure. The benefit of future exchange transactions is that they may
permit the Company to retire indebtedness without using cash. If the Debt Exchange is consummated, assuming
the maximum amount of Notes are tendered in the Debt Exchange and based on the amount of Notes tendered
during the Early Tender Period, the Company would be obligated to issue an aggregate of 1.686 billion shares of
Common Stock upon conversion of the Debentures at the respective initial conversion prices of Class A
Debentures and Class B Debentures. If the Company retires outstanding indebtedness in an exchange transaction,
it will reduce the amount of cash interest the Company is required to pay in the future. This will permit the
Company to use its cash for other purposes, including contributing equity capital to E*TRADE Bank.
Because the Company’s Common Stock is listed on the NASDAQ Global Select Market, the Company is
subject to the NASDAQ Marketplace Rules. The Company is seeking approval for the issuance of Common
Stock in potential exchange transactions under the applicable provisions of Marketplace Rule 5635, which
applies to the issuance of securities in certain circumstances.
For example, NASDAQ Marketplace Rule 5635(d) requires a company to obtain stockholder approval in
connection with the issuance of securities in certain circumstances, including in connection with a transaction or
series of related transactions (other than a public offering) involving the potential sale or issuance of common stock
at a price less than the greater of book or market value of the common stock if the amount of common stock to be
issued equals 20% or more of the common stock or the voting power of the company’s shares outstanding before
giving effect to the issuance. The Company believes that these transactions have been and will continue to be
beneficial to the Company and its stockholders such that it is seeking approval to enter into additional transactions
periodically over time that could involve the issuance of Common Stock in excess of the 20% threshold.
In addition, under Marketplace Rule 5635(c), companies are required to obtain stockholder approval prior to
issuance of common stock or securities convertible into or exercisable for common stock to certain affiliates in a
private placement at a price less than the market value of the common stock, as such issuance is considered a
form of “equity compensation”. To the extent that the issuance of the Common Stock or securities convertible
into or exercisable for Common Stock could be considered a form of “equity compensation”, the Company is
seeking stockholder approval pursuant to Marketplace Rule 5635(c).
The potential future debt exchange transactions contemplated by this Proposal will not result in cash
proceeds to the Company and any meaningful reduction in the Company’s indebtedness through these
transactions will result in significant dilution to stockholders. If Citadel were to participate in these debt
exchanges, Citadel’s ownership of the Company’s Common Stock or securities convertible into Common Stock
would increase. The Company currently has no commitment from Citadel or any other holder of Outstanding
Notes to engage in future debt exchange transactions. Even if this Proposal 3 is approved, it is
25
possible that the Company may need to seek additional stockholder approvals to cover future equity issuances to
Citadel or other holders of its Outstanding Notes. For additional information regarding the dilution to
stockholders, see “Overview—Risk Factors- Risks Relating To Proposals 1, 2 and 3.”
In the past six months the closing price of the Company’s Common Stock has ranged from $0.59 to $2.58.
Due to the volatility of the trading price of the Company’s Common Stock and the Outstanding Notes, the
Company cannot predict the number of shares that would be issued in these exchange transactions, the effective
purchase price it would be obligated to pay for Outstanding Notes in these exchange transactions or the market
price of its Common Stock on the dates on which it enters into these exchange transactions. Depending on market
conditions, the Company may enter into these exchange transactions periodically over time for as much of the
principal amount of the Outstanding Notes as possible within the limits of this approval. In addition, the
Company may use any available authorized but unissued shares to conduct exchange transactions in
circumstances where the exchange transactions do not require stockholder approval under the NASDAQ rules.
Therefore, the Company may issue in the aggregate more than 365 million shares of Common Stock, or securities
convertible into or exchangeable or exercisable for Common Stock in future debt exchanges.
In order to take advantage of any opportunity that arises to exchange the Outstanding Notes and reduce its
indebtedness, the Company is asking you to approve the issuance of shares of Common Stock for use in
exchange transactions involving Outstanding Notes, on such terms and conditions that the Board of Directors, in
its discretion, considers favorable to the Company.
Vote Required and Board of Directors’ Recommendation
The affirmative vote of the holders of a majority of the shares of Common Stock present in person or
represented by proxy and voting on the matter is necessary under Rule 5635(e)(4) of the NASDAQ Marketplace
Rules to approve the potential issuance of Common Stock in debt exchange transactions under the applicable
provisions of NASDAQ Marketplace Rule 5635. Accordingly, failure to vote and broker non-votes will not affect
whether this proposal is approved, but an abstention will have the same effect as a vote against the proposal.
The E*TRADE Board of Directors recommends that stockholders vote FOR the approval of the
issuance of Common Stock, or securities convertible into or exchangeable or exercisable for Common
Stock, in connection with in future debt exchange transactions in an amount up to 365 million shares of
Common Stock under the applicable provisions of NASDAQ Marketplace Rule 5635.
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PROPOSAL 4. ADJOURNMENT, POSTPONEMENT OR CONTINUATION OF
THE SPECIAL MEETING
Proposal
If at the Special Meeting, the number of shares of the Company’s Common Stock present or represented and
voting in favor of Proposals 1, 2 or 3 is insufficient to approve the Proposals, the Company’s management may
move to adjourn, postpone or continue the Special Meeting in order to enable its Board of Directors to continue
to solicit additional proxies in favor of Proposals 1, 2 or 3. In that event, you will be asked to vote only upon the
adjournment, postponement or continuation proposal and not on any other Proposals.
In this proposal, the Company is asking you to authorize the holder of any proxy solicited by its Board of
Directors to vote in favor of adjourning, postponing or continuing the Special Meeting and any later
adjournments. If the Company’s stockholders approve the adjournment, postponement or continuation proposal,
the Company could adjourn, postpone or continue the Special Meeting, and any adjourned session of the Special
Meeting, to use the additional time to solicit additional proxies in favor of Proposals 1, 2 or 3, including the
solicitation of proxies from stockholders that have previously voted against the Proposals. Among other things,
approval of the adjournment, postponement or continuation proposal could mean that, even if proxies
representing a sufficient number of votes against the other Proposals have been received, the Company could
adjourn, postpone or continue the Special Meeting without a vote on the other Proposals and seek to convince the
holders of those shares to change their votes to votes in favor of the approval of the Proposals.
Vote Required and Board of Directors’ Recommendation
The adjournment, postponement or continuation proposal requires that holders of more of the Company’s
shares vote in favor of the adjournment, postponement or continuation proposal than vote against the proposal.
Accordingly, abstentions and broker non-votes will have no effect on the outcome of the proposal. No proxy that
is specifically marked AGAINST Proposals 1, 2 or 3 will be voted in favor of the adjournment, postponement or
continuation proposal, unless it is specifically marked FOR the discretionary authority to adjourn, postpone or
continue the Special Meeting to a later date.
The E*TRADE Board of Directors recommends that stockholders vote FOR the proposal to adjourn,
postpone or continue the Special Meeting.
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ADVISORY RESOLUTION ON STOCKHOLDER RIGHTS PLAN
The Company is seeking a stockholder vote on a non-binding resolution to retain until its scheduled
expiration the Rights Agreement, dated of July 9, 2001, as amended, between the Company and American Stock
Transfer and Trust Company, (the “Stockholder Rights Plan”), subject to earlier termination or amendment in
accordance with the Stockholder Rights Plan.
Background
The Stockholder Rights Plan was adopted in 2001 by the Board of Directors. It works through the
distribution to stockholders of securities (called “rights”) that would cause substantial dilution to an acquiror if
the acquiror obtains ownership of more than 10% of the Company’s Common Stock or engages in an unsolicited
takeover attempt that would result in greater than 10% ownership. The Board is permitted to redeem the rights at
a nominal cost to facilitate an acquisition that the Board regards as advantageous to stockholders. The
Company’s Board of Directors in the past has permitted ownership positions in excess of the 10% threshold by
SOFTBANK America, Inc., an early investor in the Company, and Citadel (up to the amount of its existing
investment plus approximately 25 million additional shares of Common Stock).
Companies typically adopt stockholder rights plans to deter the accumulation of shares by bidders to
achieve a position of substantial influence, or even control, without paying stockholders a control premium.
Stockholder rights plans are intended to give company boards of directors negotiating leverage in such situations
and to assure that all stockholders are treated equally in an acquisition of the company.
In recent years, rights plans have been criticized for their anti-takeover effect and for being unfriendly to
investors and on the grounds that they entrench management. Many companies, under pressure from investors,
have terminated their rights plans. For example, according to Shark.Repellant.net, the percentage of S&P 500
companies that had a rights plan in effect at year-end 2008 is 21%, compared to 45% and 57% at year-end 2005
and 2003, respectively. It is worth noting, however, that boards of directors of companies without a stockholder
rights plan in effect, for the most part, have the ability to adopt one very rapidly and without stockholder
approval if, in the exercise of their fiduciary duties, the directors determine that it is in the best interest of their
stockholders.
Reason for Request for Stockholder Vote
Neither the Company’s Bylaws nor other governing documents or applicable law require a stockholder vote
to retain the Stockholder Rights Plan. As part of the final negotiations leading to the Debt Exchange and the
Public Equity Offering, Citadel requested that the Company either terminate the Stockholder Rights Plan or to, at
a minimum, exempt Citadel and its affiliates from being covered by the Stockholder Rights Plan. Conversely, the
Company’s Board of Directors requested that Citadel agree to certain arrangements to freeze the amount of
Citadel’s Common Stock ownership and to provide contractually that non-Citadel directors be permitted to
represent the stockholders other than Citadel in connection with a range of affiliate and control-related
transactions. Neither party agreed to these arrangements. Instead the Board and Citadel agreed, as a matter of
good corporate governance, to seek a non-binding advisory vote of its stockholders to assist the Board in
determining whether to retain the Stockholder Rights Plan.
After completion of the Public Equity Offering, Citadel owns approximately 16% of the Company’s common
shares. Following the Debt Exchange, based on the results of the Early Tender Period, the Company estimates that
the Common Stock owned by Citadel, together with the Common Stock issuable on conversion of the securities
acquired by Citadel in the Debt Exchange, ignoring the prohibitions on conversion of these securities imposed by
agreements Citadel currently has with the OTS, will represent approximately 49% of the Company’s Common
Stock on a fully diluted basis. Citadel’s interests as a significant creditor and largest stockholder of the Company
may be different from the interests of the Company’s other stockholders. Citadel is currently subject to certain rules
of the OTS regarding rebuttal of control over thrifts and thrift holding companies. If these rules change, or if Citadel
receives a waiver or decides to become a thrift holding company, it will be in a position to elect a substantial
number of directors and to control, or substantially impact, corporate policy.
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Citadel has advised the Company that it will vote the shares of Common Stock it owns representing no more
than 9.9% of the shares of Common Stock outstanding and entitled to vote at the Special Meeting to
TERMINATE the Stockholder Rights Plan and has agreed contractually to vote the balance of the shares of
Common Stock it owns in the same proportions as the votes cast by all other stockholders.
The outcome of the advisory vote on whether the Company should retain the Stockholder Rights Plan until
its scheduled expiration on July 9, 2011 or terminate the Stockholder Rights Plan will not be binding on the
Board of Directors. Therefore, there is no “required vote” on this non-binding resolution. The Board of Directors,
in the exercise of its fiduciary duties, will consider the outcome of the advisory vote in determining whether to
retain or terminate the Stockholder Rights Plan following such vote.
The E*TRADE Board of Directors makes NO RECOMMENDATION as to how stockholders should
vote on the non-binding resolution whether to retain the Stockholder Rights Plan until its scheduled
expiration on July 9, 2011 or terminate the Stockholder Rights Plan.
29
SECURITY OWNERSHIP OF CERTAIN BENEFICIAL OWNERS AND MANAGEMENT
The following table sets forth information regarding the beneficial ownership of the Company’s Common
Stock as of June 26, 2009 by (i) each director; (ii) each executive officer listed in the Summary Compensation
Table in the Company’s Definitive Proxy Statement on Schedule 14A for the 2009 annual meeting of
stockholders filed with the SEC on April 24, 2009; (iii) all current directors and executive officers as a group;
and (iv) each person who is known to the Company to beneficially own more than 5% of the outstanding shares
of the Common Stock of the Company. All shares are subject to the named person’s sole voting and investment
power except where otherwise indicated.
Name and Address of Beneficial Owner(1)
Number of Shares
of Common Stock
Beneficially Owned
Percent of
Common Stock
Beneficially Owned(2)
Directors and Executive Officers:
Donald H. Layton(3) . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 5,226,722 *
Bruce P. Nolop(4) . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 545,171 *
Michael Curcio(5) . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 1,266,578 *
Greg Framke(6) . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 1,269,224 *
Nicholas Utton(7) . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 1,119,615 *
R. Jarrett Lilien(8) . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 245,938 *
Robert J. Simmons(9) . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 574,042 *
Matthew Audette(10) . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 325,824 *
Robert A. Druskin(11) . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 233,162 *
Ronald D. Fisher(12) . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 277,277 *
Kenneth C. Griffin(13) . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 180,072,820 16.14%
George A. Hayter(14) . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 489,940 *
Frederick W. Kanner(15) . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 133,162 *
Michael K. Parks(16) . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 166,904 *
C. Cathleen Raffaeli(17) . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 152,111 *
Lewis E. Randall(18) . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 1,553,213 *
Joseph L. Sclafani(19) . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 25,295 *
Donna L. Weaver(20) . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 308,661 *
Stephen H. Willard(21) . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 191,879 *
All directors and current executive officers as a group (15 persons) . . . . . 193,031,734 17.31%
5% Stockholders:
Citadel Investment Group, L.L.C.(22) . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 180,072,820 16.14%
131 S. Dearborn Street, 32nd Floor
Chicago, Illinois 60603
* Less than 1%
(1) Unless otherwise noted, all addresses are c/o E*TRADE Financial Corporation, 135 E. 57th Street, New
York, New York 10022.
(2) Based on 1,115,429,538 shares outstanding on June 26, 2009. See “Proposal 2. Increase In Authorized
Shares Of Common Stock—Reason for Request for Stockholder Approval and Impact on Stockholders of
Approval or Disapproval of this Proposal” for a discussion of shares issued and
30
outstanding or reserved for issuance and commitments to issue shares as of June 26, 2009. Shares of
Common Stock subject to options that are exercisable within 60 days of June 26, 2009 are deemed
beneficially owned by the person holding such options for the purpose of computing the percentage of
ownership of such person but are not treated as outstanding for the purpose of computing the percentage of
any other person.
(3) Includes 450,088 shares of unvested restricted Common Stock subject to the Company’s right of
repurchase and 3,462,040 shares of Common Stock issuable upon exercise of vested stock options
exercisable within 60 days of June 26, 2009.
(4) Includes 545,171 shares of unvested restricted Common Stock subject to the Company’s right of
repurchase.
(5) Includes 804,689 shares of unvested restricted Common Stock subject to the Company’s right of
repurchase and 415,542 shares of Common Stock issuable upon the exercise of vested stock options
exercisable within 60 days of June 26, 2009.
(6) Includes 729,247 shares of unvested restricted Common Stock subject to the Company’s right of
repurchase and 479,796 shares of Common Stock issuable upon exercise of vested stock options
exercisable within 60 days of June 26, 2009.
(7) Includes 582,134 shares of unvested restricted Common Stock subject to the Company’s right of
repurchase and 450,103 shares of Common Stock issuable upon exercise of the vested stock options
exercisable within 60 days of June 26, 2009.
(8) Based on information most recently available to the Company. Mr. Lilien resigned from employment with
the Company effective April 22, 2008. Includes 245,938 outstanding stock options which expired on
April 22, 2009.
(9) Based on the information most recently available to the Company. Mr. Simmons resigned from
employment with the Company effective May 6, 2008. Includes 543,250 outstanding stock options which
expired on May 6, 2009.
(10) Includes 297,161 shares of unvested restricted Common Stock subject to the Company’s right of
repurchase and 205,049 shares of Common Stock issuable upon exercise of vested stock options
exercisable within 60 days of June 26, 2009.
(11) Includes 20,291 shares of unvested restricted Common Stock subject to the Company’s right of repurchase
and 10,000 shares of Common Stock issuable upon exercise of vested stock options exercisable within 60
days of June 26, 2009.
(12) Includes 20,291 shares of unvested restricted Common Stock subject to the Company’s right of repurchase
and 198,592 shares of Common Stock issuable upon the exercise of vested stock options exercisable within
60 days of June 26, 2009.
(13) Includes shares beneficially owned by Citadel Investment Group, L.L.C. (“Citadel Investment Group”),
which is controlled by Mr. Griffin. See footnote 22. Mr. Griffin was appointed to the Company’s Board of
Directors effective on June 8, 2009.
(14) Includes 20,291 shares of unvested restricted Common Stock subject to the Company’s right of repurchase
and 190,348 shares of Common Stock issuable upon the exercise of vested stock options exercisable within
60 days of June 26, 2009.
(15) Includes 20,291 shares of unvested restricted Common Stock subject to the Company’s right of repurchase
and 10,000 shares of Common Stock issuable upon exercise of vested stock options exercisable within 60
days of June 26, 2009.
(16) Includes 20,291 shares of unvested restricted Common Stock subject to the Company’s right of repurchase
and 112,939 shares of Common Stock issuable upon exercise of vested stock options exercisable within 60
days of June 26, 2009.
(17) Includes 20,291 shares of unvested restricted Common Stock subject to the Company’s right of repurchase
and 112,939 shares of Common Stock issuable upon exercise of vested stock options exercisable within 60
days of June 26, 2009.
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(18) Includes 637,100 shares held by Lewis or Martha Randall, as Trustees of the Lewis E. and Martha E.
Randall Living Trust dated August 16, 1984. Includes 220,000 shares held solely by Mr. Randall’s wife.
Mr. Randall disclaims beneficial ownership of such shares. Also includes 20,291 shares of unvested
restricted Common Stock subject to the Company’s right of repurchase and 170,000 shares of Common
Stock issuable upon exercise of vested stock options exercisable within 60 days of June 26, 2009.
(19) Includes 25,295 shares of unvested restricted Common Stock subject to the Company’s right of repurchase.
(20) Includes 20,291 shares of unvested restricted Common Stock subject to the Company’s right of repurchase
and 90,000 shares of Common Stock issuable upon exercise of vested stock options exercisable within 60
days of June 26, 2009.
(21) Includes 20,291 shares of unvested restricted Common Stock subject to the Company’s right of repurchase
and 125,000 shares of Common Stock issuable upon exercise of vested stock options exercisable within 60
days of June 26, 2009.
(22) These securities are owned by various individual and institutional investors for which Citadel Investment
Group serves as investment adviser with power to direct investments and/or sole power to vote the
securities. For purposes of the reporting requirements of the Securities Exchange Act of 1934 Citadel
Investment Group is deemed to be a beneficial owner of such securities; however, Citadel expressly
disclaims that it is, in fact, the beneficial owner of such securities. The number of shares is based on
Amendment No. 10 to Schedule 13D as filed by Citadel Investment Group and its affiliated reporting
persons with the Securities and Exchange Commission on June 22, 2009.
32
WHERE YOU CAN FIND ADDITIONAL INFORMATION
The Company files annual, quarterly and current reports, proxy statements and other information with the
SEC. You may read and copy any document that the Company files at the Public Reference Room of the SEC at
100 F Street, N.E., Washington, D.C. 20549. You may obtain information on the operation of the Public
Reference Room by calling the SEC at 1-800-SEC-0330. In addition, the SEC maintains a website at
www.sec.gov, from which interested persons can electronically access the Company’s SEC filings.
The SEC allows the Company to “incorporate by reference” certain information the Company files with it,
which means that the Company can disclose important information to you by referring you to those documents.
The information incorporated by reference is considered to be part of this proxy statement, and information that
the Company files later with the SEC will automatically update and supersede previously filed information,
including information contained in this document. The Company incorporates by reference the following sections
of Exhibit 99.1 to its Current Report on Form 8-K filed with the SEC on May 14, 2009, which include the
information required by Item 13(a) of Schedule 14A: “Item 7—Management’s Discussion and Analysis of
Financial Condition and Results of Operations” and “Item 8—Financial Statements and Supplementary Data,”
which exhibits presents a revised management’s discussion and analysis of financial condition and results of
operations and financial statements and supplementary data for the years ended December 31, 2008, 2007 and
2006. In addition, the Company incorporates by reference the following sections of its Annual Report on
Form 10-K for the fiscal year ended December 31, 2008, filed with the SEC on February 26, 2009 and Quarterly
Report on Form 10-Q for the quarter ended March 31, 2009, filed with the SEC on May 5, 2009, which include
the information required by Item 13(a) of Schedule 14A: “Item 7—Management’s Discussion and Analysis of
Financial Condition and Results of Operations,” “Item 7A—Quantitative and Qualitative Disclosures about
Market Risk,” “Item 8—Financial Statements and Supplementary Data” and “Item 9—Changes in and
Disagreements with Accountants on Accounting and Financial Disclosure.” Representatives of Deloitte &
Touche LLP, the Company’s principal accountants, are not expected to be available to answer questions of
stockholders.
The Company is incorporating by reference into this document important business and financial information
that is not included in or delivered with this document. This information is available without charge to security
holders upon written or oral request.
Any person, including any beneficial owner, to whom this proxy statement is delivered may request copies
of reports, proxy statements or other information concerning the Company, without charge, by written or
telephonic request directed to the Corporate Secretary at 135 East 57th Street, New York, New York 10022 or
646-521-4406. If you would like to request documents, please do so by August 12, 2009, in order to receive them
before the Special Meeting.
IMPORTANT NOTICE REGARDING THE AVAILABILITY OF PROXY MATERIALS FOR
THE SPECIAL MEETING OR STOCKHOLDERS TO BE HELD ON WEDNESDAY, AUGUST 19,
2009.
The proxy statement is available at http://investor.etrade.com.
OTHER MATTERS
Management does not know of any matters to be presented at this Special Meeting of Stockholders other
than those set forth herein and in the Notice accompanying this Proxy Statement.
33
