optionadvice

Yeah I kind of figured I made a bit of a mistake... It wouldn't have been fun but I could have afforded to lose $20k earlier this year (buying at strike + paying tax then). Now, with the value of the company in the tens of millions, I'd be looking at somewhere around $100,000+ in taxes, which I certainly do not have :\

I'll reach out to my former partner and legal team. We're all on good terms and I still give advice, direction to the engineering team when they need it.

Thanks for the input and offer to follow up. This is why I keep coming back to HN :)

All options are vested. Not entirely sure. I could have afforded if I had purchased them earlier this year, but the tax consequence of buying them now is impossible it seems (everyone is saying that without an 83b and purchasing them earlier this year, I basically would have to pay the tax on the full value now). I will reach out to a lawyer soon. Figured HN would have plenty of people who had been there before and willing to give some brief advice/info.

Good point... I guess it's either lose $20k 9 months ago for possibly no money, or makes slightly less millions later with no risk.

Thanks for the link! Reading now

forgot to mention the grant date was back in January... not sure if that matters or not