We put a multimillionaire’s portfolio into Claude (the results shocked us)
October 19, 2026 · 49 min
🎙️ Full episode
DEBRIEFWritten and voiced by AI from the episode's audio
Shaan Puri and Sam Parr analyze a multimillionaire investor who achieved 21.8% annual returns over a decade while making just 2.9 investment decisions per year—sometimes zero for entire years. Using Claude AI to process his brokerage account, they uncovered a pattern of extreme patience: he studies deeply, writes detailed notes, and waits months for the right moment to act. The episode contrasts this "lethargy bordering on sloth" investment approach with entrepreneurship, where big wins compensate for frequent mistakes. They also discuss Mark Zuckerberg's strategic talent recruitment, the power of identifying which "game" you're playing in life, and practical techniques like premortems, the DARE method for managing fear, and the importance of maintaining momentum even when circumstances are difficult. Throughout, they emphasize that success often comes not from doing more, but from thinking deeply, acting decisively, and keeping your sails up during downturns.
🎧 AI Debrief
Show notes
Investing guide: 35+ money principles from investors/financial operators https://clickhubspot.com/tmgc
Episode 873: Shaan Puri ( https://x.com/ShaanVP ) and Sam Parr ( https://x.com/theSamParr ) talk about an investor who makes 2.9 decisions a year, Zuck’s victory lap and what happened when Sam hired an executive coach.
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Show Notes:
() Zero Action Investing
() Premortems
() Zuck's Victory Lap
() The Superpower of 100x Leaders
() Sam Hires an Executive Coach
() Identify the Game You're Playing
() Keep Your Sails Up
() Sam Attacks His Panic Attacks
() Role Playing Hard Situations
() How to Prep for the Scariest Moments
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Check Out Sam's Stuff:
• Hampton (joinhampton.com): My community for founders. Average member does $25m/year. Many of the guests are members. Get after it...apply: http://joinhampton.com/mfm
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Check Out Shaan's Stuff:
• Shaan's weekly email - https://www.shaanpuri.com
• Visit https://www.somewhere.com/mfm to hire worldwide talent like Shaan and get $500 off for being an MFM listener. Hire developers, assistants, marketing pros, sales teams and more for 80% less than US equivalents.
• Mercury - Shaan uses Mercury across all of his companies. you can too: http://mercury.com/
Mercury is a fintech company, not an FDIC-insured bank. Banking services provided by Choice Financial Group, Column, N.A., Members FDIC
• I run all my newsletters on Beehiiv and you should too + we're giving away $10k to our favorite newsletter, check it out:
beehiiv.com/mfm-challenge
My First Million is a HubSpot Original Podcast // Brought to you by HubSpot Media // Production by Arie Desormeaux // Editing by Ezra Bakker Trupiano /