Some companies have started to offer extended exercise windows [1], which means there's no pressure to exercise your stock options early. If your exercise win

Some companies have started to offer extended exercise windows [1], which means there's no pressure to exercise your stock options early. If your exercise window is only 90 days, then you need to exercise at least some of your options and file an 83b. Otherwise you'll be stuck at the company until a liquidity event, which can take 10+ years. If the company is successful and you need to leave early for any reason, you're potentially throwing away millions of dollars. [1] https://github.com/holman/extended-exercise-windows https://github.com/holman/extended-exercise-windows