Risk: Using your numbers of ((425,000+400,000) / (.009-.0065) /20), YA needs to sell 16,500,000 shares a day to breakeven.
The problem is that doesn't include conversion cost, management fees, or the cost of money. YA is borrowing the capital to relend to NeoMedia. They are currently converting shares from 2006 which means the cost of the capital has increase 50% if their investors only want a 6% return (on their low risk PIPE investment). A $425,000 loan needs to earn $600,000 to break even.
So, to reach the lofty goal of breaking even on their money, and assuming they pay a 3% conversion cost, YA actually needs to sell 21.1 MILLION SHARES A DAY.
To breakeven. Which is, of course, all PIPES really want to do.
However, considering they can't sell 21.1 million shares a day, and you think NeoMedia will never be able to repay that $50 million, YA IS GIVING AWAY FREE MONEY.