This right here. But a key aspect of using the expected value idea is that you have to be able to make lots of these bets. If you have a good expected value d

This right here. But a key aspect of using the expected value idea is that you have to be able to make lots of these bets. If you have a good expected value decision but only make it once or twice, you could just get burned by luck. Only if you can make that same high percentage play many times does this work. The book Antifragile is all about this. His advice for entrepreneurs specifically is to "avoid your risk of ruin". Starting a business is never guaranteed to succeed, and if you stake your entire life savings on one business venture and take out loans, you could just get unlucky regardless of EV. If you, say, kept a part time job and worked on your business in the rest of your time and had infinite runway, you'll eventually succeed if you don't quit. This idea has strongly impacted the way I face decision making.