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I can't say I've knowingly met people with $100M, I have met a few people with networths up to 10M. Those who inherited it or were taken along for a ride by a business partner and lost it, they seemed to have this attitude like their best days have passed them by. Those I've met who made it...

I saw his interview about his book and upcoming movie. It looked like it would be a great watch. Definitely came a cross as incredibly charismatic.