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Main Street Over Wall Street is where the real deals get done. Join top investors, founders, and operators for three days of powerful connection, sharp strategy, and big opportunities — live in Austin this November 2025. https://contrarianthinking.biz/msows-bigdeal
Meet Jenny Just — billionaire investor, poker player, and pure force of nature. She went from the trading floor to 28 years of straight wins by mastering one thing: calculated risk. In this episode, she breaks down how poker shapes decision-making, why methodical reinvention beats blind ambition, and how her radical hiring experiments at Peak6 flipped finance on its head. If you want to win bigger, play smarter, and think differently about risk — this one’s your playbook.
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