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Re:Ask HN: Pros and cons of working at a startup in 2018? by jgibson on Tuesday June 12, 2018 @12:43AM (#17290748)
You still pay tax on the gain when you sell though (assuming there is any gain). Depending on how long you hold them there will be normal income tax or long-term gains tax
Re:Ask HN: Pros and cons of working at a startup in 2018? by phamilton on Tuesday June 12, 2018 @01:06AM (#17290831)
Yes, but this is equivalent to purchasing the stock. You could sell the day they vest, and then use the proceeds to repurchase the stock and you'd be in the same boat. I.e. there's nothing special about them once they vest.