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Re:Interview with the creators of levels.fyi by chrdlu on Tuesday June 18, 2019 @04:32PM (#20218072)
On letting the options expire:

There are other options than purchasing the options yourself or just letting them expire.

From a pure finance perspective, you just need to find someone to take on the risk of the exercise. My company, ESO Fund, has a diversified portfolio of startups and as a result can take a $20k bet with much more ease than a single employee making a $20k bet.

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