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Creator

Sandeep Swadia

Trained as a monk, went to MIT, then spent years as a CEO and board member. Short, tightly structured videos on judgment, clear thinking and money, built around real cases rather than affirmations.

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18:21
Sandeep Swadia

If You Only Read One Book This Year, Make It This

Sandeep Swadia turns Annie Duke's Thinking in Bets into a working decision system, built on one uncomfortable claim: good results are bad teachers. A drunk driver who runs three red lights and gets home safely was taught something false at zero cost, and that same gap between decision quality and outcome quality is where most people quietly lose the ability to judge themselves. He runs his own career through it, sorting the job offer that made him a fortune and then cost him one into three verdicts: skill, pure luck, and a dumb mistake he refuses to launder as bad luck. Around it he assembles the tools, including a luck to skill dial you can only read honestly about a stranger, a two column table of known facts and hidden cards, the you want to bet test for any belief that feels certain, and EVA, his four step expected value framework that ends by scripting the disaster twelve months before it happens.

BusinessCareerPhilosophyAug 6, 2026
17:03
Sandeep Swadia

This Is Boring But It Will Make You Scary Intelligent

Swadia refuses the usual line that AI is making everyone stupid and argues the real problem is verification: in a world where a lie can be manufactured to look exactly like the truth, judgment is the last scarce skill. He walks five distortions that hijack it, three from outside (authority, selling, consensus) and two from inside (what AI tells you, what you want to be true), and gives one usable tool for each. The cases are real and checkable: the Arup finance employee who insisted on a video call and sent $25 million to a room of deepfakes, Theranos raising $700 million behind a board of statesmen who knew nothing about blood, the Asch line experiment, and the MIT Media Lab study where the ChatGPT group could not quote an essay they had just written. The tools are five sentences, four of them questions, and three of them are prompts that put AI in the adversary's seat rather than the oracle's. It closes on a monk's image: the fog is not lifting, so drive slower.

AICultureBusinessJul 2, 2026