Yes and no. It depends upon which exemption from registration he would use to delegend the stock or have had it issued without a restrictive legend.. There are multiple ways to make restricted stock tradeable or have its original issuance be with~OUTT restrictive legend thru various exemptions to registration. One is Rule 144. Another is if the stock is issued by the corporation pursuant to the settlement of a legal claim or a court judgement. There are others.