Any nostriches experienced with exercising stock options? I'm being put in a situation where I have to make a decision on that and think I know what I wanna do but not sure if there are things I haven't considered.
I can't sell. That's the problem. At the current strike price, I could theoretically sell them and get a good amount of bitcoin. But I have to buy them now and wait for an IPO or liquidation event. During that time, if bitcoin goes up 15x I lose out.
Pushed out? Do you mean e.g. good leaver with n days to exercise? If you have a good relationship with the company you could ask them for extension or other help.
there are companies that will exercise them for you, kinda like a loan where they just take a cut of the stock, might be worth checking out.. tho I have never done that either just know people that did.
From the other side of the table in case of a good leaver I was always open to extending the expiry window if asked.
Also at IPO team members had to exercise but have 12mo lockup (required by the bourse) so we arranged to offer limited recourse loans to pay the strike so they weren't out of pocket.
It's worth talking with them about what they can do for you.
This is a 2500 person corporation. They aren't flexible on things like this. Especially for people they were trying to layoff under the guise of performance improvement. I dont expect such a negotiation to go anywhere.