[raylad]

Sure, but options don't expire while you are an employee.

So if Stripe wants to let employees sell stock, they only have to exercise options equal to the number of shares they will sell, then they can use the proceeds to pay the tax.

I still don't understand why there is a tax bill for Stripe.

[theIV]

> Sure, but options don't expire while you are an employee.

ISOs (not totally sure about NSOs) have a 10 year expiration from grant date[0].

[0]: https://www.law.cornell.edu/cfr/text/26/1.422-2