Here's another one: When should/shouldn't you exercise options when leaving a startup?
Obviously, if you're leaving Uber you'd be wise to buy your vested equity if you can.
Obviously, if you're leaving a company that is crumbling, you probably shouldn't.
But what about an earlier, Series A/B startup that's promising but still shows a lot of risk? Or what about a later stage startup that is doing well but not on a guaranteed path to a huge exit? On what information would you decide whether or not to exercise?
Obviously, if you're leaving Uber you'd be wise to buy your vested equity if you can.
Obviously, if you're leaving a company that is crumbling, you probably shouldn't.
But what about an earlier, Series A/B startup that's promising but still shows a lot of risk? Or what about a later stage startup that is doing well but not on a guaranteed path to a huge exit? On what information would you decide whether or not to exercise?