My First Million

two guys, talking about business. we've done it (sold our companies), and now we talk about new ideas, opportunities, and ...

Business 20 summaries
May 11 - May 17, 2026
3 videos
A hangout with the whole team (Sam, Shaan, Ari & Cassie) thumbnail

A hangout with the whole team (Sam, Shaan, Ari & Cassie)

The speakers debate turning a private planning session into public content, exploring how to run a podcast more like a media company. They cover strategies for engagement (clip culture, events, guest selection), the balance between data-driven and curiosity-driven episodes, and ideas to scale with a ‘Clipper Army,’ newsletters, and curated formats like a Tiny Desk–style event.

00:01:10 read 00:46:42 video 8 chapters
How to manufacture a billionaire childhood thumbnail

How to manufacture a billionaire childhood

The episode surveys the career of Jim Ratcliffe and his high‑level wealth through bold bets, including the BP spin‑off Inos and the Grenadier car project, while also exploring adjacent stories of Buffett’s early hustle and Moyes’ entrepreneurial ventures. It contrasts traditional startups with crowdsourced, creator‑driven marketing (UGC), the rise of social commerce, and the idea that success often hinges on timing, environments, and the ability to recognize and nurture genuine passions rather than chasing flashy, unsustainable hype.

00:01:14 read 00:48:31 video 5 chapters
I put 80% of my money in the S&P after a billionaire investor told me not to thumbnail

I put 80% of my money in the S&P after a billionaire investor told me not to

The conversation weaves together insights from behavioral finance, genetics, and personal fit with investing, arguing that genetics and psychology shape long-term financial habits as much as strategy. It then expands into a broader exploration of how AI and technological shifts will redefine work, decision-making, and organizational design, using historical examples and contemporary tech anecdotes to illustrate how ground-breaking change often moves faster than our intuitions admit. Throughout, the speakers stress knowing yourself, pre-committing to rules, and aligning ambitions with the evolving landscape of human nature and technology.

00:01:22 read 01:04:14 video 8 chapters

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