CEO micromanages everything. If he asks for something, you’d better make it happen. He does not want your opinion or an alternate way to achieve goals. Company only hires from top 100 schools because CEO & CPO don’t believe you can be smart or accomplished unless you were at age 18. Or if you come from Stripe. In Jack’s defense, what you see is what you get. Read his LinkedIn posts - he means everything he says and has no nuance or flexibility. Be prepared to be fired with no feedback or notice if you disagree.