You should call a tax lawyer ASAP. This is above HN readers' pay grades.
FWIW, we had a similar situation at Zenefits, but were advised it would probably be all right if we exercised before the company officially started raising $.
George Grellas comments on Hacker News frequently, he may be a good option.
I'd also look into secondary markets for selling some of your shares to offset the tax burden.
FWIW, we had a similar situation at Zenefits, but were advised it would probably be all right if we exercised before the company officially started raising $.
George Grellas comments on Hacker News frequently, he may be a good option.
I'd also look into secondary markets for selling some of your shares to offset the tax burden.