He can sell those vested shares immediately and likely he did sell at least some of them yesterday and perhaps today. He typically sells newly vested shares right away, while still holding on to a large number he already had. We'll know soon enough when he makes a SEC filing, but the last time he got the annual shares plus the big block of 5-year shares (like he did this time) he sold the annual shares and held the block of 5-year shares. That is to say, he sold the annual shares remaining after tax withholding and held onto the 5-year shares remaining after tax withholding.This not a transfer of wealth, it is a transfer of company ownership. He can’t and won’t sell one share for a long, long time.
Still, his boyfriend must be starting to feel a little intimidated.