My First Million

Podbit · My First Million

3 weird businesses doing $10M, $20M, $30M

Explore episode Jun 30, 2026
Business
The $450K UFC Stunt With a Fake Nancy Pelosi

3 weird businesses doing $10M, $20M, $30M · Jun 30, 2026 Business

Autopilot spent $450,000 to sponsor a UFC ring and plant a Nancy Pelosi lookalike in a front-row seat next to where Trump was supposed to sit, with the slogan 'Invest Like a Politician' visible on camera. Trump skipped due to an assassination attempt, killing the earned media opportunity. Brian admitted the ROI was limited but the brand awareness was real.

Where this was said

The $1.8B App Copying Politicians & Hedge Funds

At 49:03 · chapter starts 38:36

After the three guests depart, Shaan gets reflective. He traces a personal evolution: a decade before MFM, success felt like a needle in a haystack — one brilliant idea to find, one narrow path to walk. The podcast, San Francisco, and meeting people like today's founders shifted that to pure abundance: tens of thousands of ways to win, and the real question is just which fits you. Sam and Shaan riff on what they'd borrow from each guest — Alex's enviable emotional stability and calm contentment, Brian's audacity and marketing creativity, Josh's outdoorsy lifestyle appeal. Sam pushes back on the idea that small and big businesses are fundamentally different: 'I am equally impressed by a billion-dollar company versus a $5M company.' They close by quoting Jesse Itzler — 'root for everybody, because when you root for everybody, you can never lose' — and Sam teases tomorrow's Ray Dalio interview as an extension of the same lesson in a very different key.

Business
Pelosi Up 240% — How Autopilot Solved the Chicken-and-Egg Problem

3 weird businesses doing $10M, $20M, $30M · Jun 30, 2026 Business

Nancy Pelosi's tracked portfolio is up approximately 240% over 3 years versus the S&P 500's 30-40%. Autopilot bootstrapped its marketplace by manufacturing supply-side content from publicly available congressional trading disclosures and hedge fund 13F filings — solving the classic two-sided marketplace cold-start problem.

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