Are Startup Stock Options Like ‘Lottery Tickets?’ A CEO and Former Employee Discuss. And My POV.
3 min readMay 11, 2024
The good stuff on the Internet really does occur in the comments!
- I shared a post by Ben Werdmuller where he details that a company he used to work for had a recent repricing/restructuring of their stock to better reflect the current state of the company and provide incentives for the team going forward.
- Ben’s general POV is that stock options are like lottery tickets and that in most cases it’s a losing proposition for the average employee to exercise them — in fact, he’s never bought his options at any company. He recommends just saving your salary instead.
- As you can guess I disagreed (stock options are an important part of startup incentives and over the course of a career, can be quite valuable for employees), but with three reminders/caveats
- Don’t behave as if they’re worth anything until they actually are
- Don’t over-extend yourself to exercise them in scenarios which put your financial well-being at risk
- Remember founders and investors will often find ways to protect themselves that employees/common stock cannot
I thought all that would happen is a few ‘likes’ and a comment or two. But then a CEO jumped in to point something…