The cost of getting an early hire wrong is really high.
I prefer to invest in a company that's going after a small but rapidly growing market than a big but slow growing one.
So you should always stay on top of people's vesting schedules.
There are exceptions of course, but most companies start with a great ideaโ-โnot a pivot.
... you want to be proud of how much you can get done with a small numbers of employees.
You cannot create a market that doesn't want to exist.