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all of them will have regrets about not doing something more.

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Seriously, I doubt that those who were successful at being professional poker players will have ANY regrets about it, when the time comes to have regrets, with the exception that if they cheated, then that's something to be ashamed of. Meanwhile, Yale University refused to take Ivan Boesky's money. Now something like THAT must be embarrassing. In contrast, professional poker players Annie Duke, Daniel Negreanu and Doyle Brunson are treated like rock stars while some of the money they earned as poker players is going to help feed starving kids in Africa and to build clean water facilities.

So no, I don't think people like Bryce will or should have any regrets.