My First Million

Podbit · My First Million

Brainstorming business ideas with a billion-dollar founder

Explore episode Jul 10, 2026

Where this was said

How to know what to chase

At 46:02 · chapter starts 39:50

This is the moment Shaan teased as 'showing us nudes for My First Million' — Pincus actually grabs his whiteboard. Board one: what are you genuinely passionate about, completely ignoring business viability. Board two: what are real, proven industries with money in them — peptides, online dating, video games, jobs. Board three: Frankenstein these together and generate mashup ideas. He uses Raya — a human-curated, invitation-only dating app he invested in after noticing its 60% DAU-to-MAU ratio — as the anchor example. The insight from Raya is human curation as a lead-generation business. Could you apply that to AirBnB listings? To Uber black cars that are actually black? Shaan introduces Jack's Dining Room (a food influencer) as a potential human-curated Yelp, and Pincus runs it through proven-better-new live: copy Yelp's UX pixel-for-pixel, add human curation as the 'better' layer, test it by hand in one city for Florence coffee shops before writing a line of code. If users don't prefer it, do not pass go. AI is a distant second priority — the hard part is finding the one genuinely better thing, not automating it.

Business
The Whiteboard Brainstorm: How to Pick What to Work On

Brainstorming business ideas with a billion-dollar founder · Jul 10, 2026 Business

Start with three whiteboards: one for what you genuinely love, one for proven businesses with real money, and a third where you Frankenstein the two together. Then apply proven-better-new to the mashup before writing a single line of code. Pincus walked through this live with human-curated dating as the worked example.

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