I spent most of my 20s (7+ years) at a startup that is currently a “unicorn”, and consequently have an ok amount of shares locked up in the same situation. As the company’s valuation grew higher and higher the equity grants became significant lower. It was balanced out by my pay becoming more and more competitive vs other large companies. But eventuality I decided ~80% was as fully vested as I’ll ever be — Not to men…
don't you owe taxes on the stock appreciation?
The way I thought of it when exercising was who cares if I lost a few thousand buying lotto tickets.
Some of my former coworkers didn’t exercise regularly and are now semi golden handcuffed*
*The company extended the exercise period to 10y shortly after I left.