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So many startups never IPO, and their stock options are effectively $0. When they leave they have a small window to exercise them and pay capital gains tax (with inflate valuation, this could be $100k or more).

Anyone thinking of making money off stock options at pre-IPO startup are taking a get a) valuations are realistic b) startup will IPO. In this current environment, both are false.



IIRC, at Stripe, and other nice-minded startups, you have 7 years to exercise, instead of the usual 60 days.




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