Episode 5: The Island Cowboy

Starting his career at a secretive Wall Street firm, Sam learns to gamble and is praised for taking big risks. He embraces Effective Altruism, a movement aimed at doing “the most good,” and starts “earning to give” big donations to charity. He strikes out on his own to found a trading firm, Alameda Research, and exploit bitcoin price differences between Japan and the US — but is his origin story of immense arbitrage profits really all it’s cracked up to be? When staff quit in protest over his ethics, Sam doubles down and turns to an old friend from his Wall Street days to serve as his loyal lieutenant: Caroline Ellison.