TL;DR - You are not going to get rich at your startup. Well, you might, but the odds are about as good as winning the lottery. (So don’t make THAT the reason you go work at a startup)
Edit: If you want to skip this most and learn more about how startup equity works - check out this awesome Github repo: https://github.com/jlevy/og-equity-compensation
This whole thing started when I saw a blog post titled “Advice to Grads: Join A Winning Startup”. It’s not a bad blog post, but I was immediately turned off by the title, “Join a Winning Startup”. So simple right? Just go pick a company that is going to be a huge success, and go work there, make millions on your stock options and retire by the time you’re 40.