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Re:I will not exercise my Gitlab stock options (2017) by TuringNYC on Wednesday October 13, 2021 @05:01PM (#28857673)
I'm 99% positive there are entire companies dedicated to financing the tax bill for these types of taxes, just to get a cut of the equity.

EDIT: See https://www.esofund.com/ There are other newer places also like https://join.equitybee.com/

Also, brokers who create a secondary market for this equity will also arrange financing, but it depends on the "hotness" of the equity.

SIDE NOTE: If you have SpaceX stock, and you're going to leave it on the table due to taxes, reach out to me and I can arrange for something also. But go to ESOFund, etc first of course - those are professional outfits.

Re:I will not exercise my Gitlab stock options (2017) by loeg on Wednesday October 13, 2021 @05:05PM (#28857726)
Can you point to some example(s) of companies that finance exercising private company options?
Re:I will not exercise my Gitlab stock options (2017) by TuringNYC on Wednesday October 13, 2021 @05:14PM (#28857820)
I edited my original post. See https://www.esofund.com/ There are other newer places also like https://join.equitybee.com/
Re:I will not exercise my Gitlab stock options (2017) by loeg on Wednesday October 13, 2021 @05:35PM (#28858003)
Thanks!