^Nassim Nicholas Taleb made his fortune by betting on the 2008 collapse, which he forecast more accurately than any other person. He criticizes the pitfalls of money and openly despises the finance industry, but his philosophy seems to strongly imply you have to have made money before you can judge those who have it, and appears to model his identity on (the also wealthy) Seneca the Elder. His ideas about making money have to do with its relationship with personal freedom, i.e. what he terms "fuck you money." He's highly successful despite this, and American. Granted, he comes from an illustrious family in Lebanon and his ideas can theoretically be used to make money.