Solo episode on API arbitrage and the great unbundling: big companies were built by unbundling Craigslist, and the same is now happening…
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4,453 episodes
A medical resident in Chicago runs a side hustle as the 'Decision Doctor,' helping med school students and interns navigate crucial career…
Matt Moldenhauer and Gant Elmore describe The Elmore Companies, a nine-business permanent-hold portfolio generating about $200m annually.…
Jacques Hopkins of Piano in 21 Days built an always-on AI 'COO' named Rocky using free, open-source OpenClaw that handles SEO, inbox triage…
Jonathan Courtney and Greg trade nine big 2026 startup ideas: Twitch-style unscripted tech shows, agent-first action apps, paid niche…
A wood-burned art maker opened an Etsy store specializing in custom handcrafted drumsticks. The episode covers how her pyrography craft…
Nicole runs multiple apps each doing $150K/month via a finely-tuned UGC (user-generated content) system — sourcing, onboarding and managing…
Guest Colin Stroud, founder of Go Somewhere, built a consulting business helping business owners maximize credit card points on spending…
Guest Colin Stroud, founder of Go Somewhere, built a consulting business helping business owners maximize credit card points on spending…
Cleanlots, a parking lot cleanup service that has operated for decades, expanded too quickly in its early years and had to pull back to its…
Sam and Shaan pull back the curtain on how My First Million actually operates day-to-day. Topics include the 'virtue of selfishness' as a…
Natalie Rosario explains how she profits from government contracting without doing the work herself: finding contracts on SAM.gov, quoting…
Zack Mutnik bought Jeff Masters Electric, an electrical contracting business in southwest Florida with claimed $700k SDE, after finding it…
Ryan Doser explains how he turned Claude skills — essentially SOPs for AI — into a digital product business, with his Claude Code Skill…
Codie walks her client Devin through a 30-day plan to build, launch and monetize a niche newsletter, with a target of $5,000 in earnings,…
Shaan and Sam profile a billionaire's brand-war with Land Rover, with side tangents on raising kids with an edge, childhood passions, 'the…
Nick from Orgo breaks down the $1M+ solo AI agent business: offer design, the verticals worth chasing (and two to avoid), the full software…
Highlights from a two-day training Chris taught to over a thousand affiliate marketers: how he turned a Facebook ban into a $120K digital…
The co-founder of Jaju Pierogi started the brand when he could not find good pierogi in Boston, and it is now stocked in hundreds of New…
Lianna Patch explains five SaaS copywriting mistakes that reduce conversions across homepages, landing pages, emails, and onboarding flows.…
Walk-through of seven tiny cash-flowing startup ideas using Genspark Claw (Sonnet 4.6 in the cloud, ~$25/mo): dead-domain flipper, local…
Alicia Powers bought Price Builders, a residential construction company, after prior construction experience and after hiring the company…
Sam and Shaan discuss money psychology, personality as a business asset, productive placebos, and YC-style startup requests. The concrete…
Brian Shin built a mobile app to $20K/month in 83 days. The story is really about validating the idea before writing a single line of code,…


















