You’ve got gobs of stock or options in Airbnb. Or Palantir. Or some other valuable but private company. The money is So Close. You can almost feel it. And yet, you can’t. ‘Cause your company is private. Oh, the torture.
Should I exercise my options? When should I exercise my options?
If you work in a private company, I’m betting these questions go through your head with annoying frequency. And they’re hard questions to answer! Will the company succeed? Will the stock be worth anything? A lot? It’s all crystal-ball territory and therefore there are very few obvious or knowable answers.
Things I learned at Grace Hopper this year:
- I cannot do basic arithmetic while standing in front of an audience of 200 people. 100 x 1000 really should be doable.
- Yes there is a wrong way to hold the slide clicker, Mr. “You can’t mess it up” A/V guy. Just Watch Me.
- Tricks (Witting or Not) that Investment Advisors Play
- You have lots of private-company stock. Should you sell it on a private secondary market?
- Confessions of a Comprehensive Financial Planner
- Just pick an easy way to give to charity and go. Think about taxes later.
- Maybe you’re better off giving your money to causes you care about, and not focusing on tax-deductibility.