This is a great trend that I'm seeing a lot of YC companies do. Early Exercise + 83b is an absolute must for all seed stage companies. I really like the notion of helping employees exercise their options too with cash compensation and it's something we're looking into too at Pachyderm as we just started hiring. What's the legal structure of that cash repayment? Is it a bonus or can the company just pay the exercise p…
You can do whatever you want. If your FMV is much higher than the strike, the bigger problem is the tax bill.
Post-A round makes it much harder.