Good ideas start with a conversation.

General business-growth episode: simple = genius, never over-leverage, risk vs uncertainty, the 'too hard pile', be one-inch wide one-mile…

Chris interviews his wife Jessie about being married to a serial entrepreneur across 17 years and 75 businesses: staying supportive through…

Pat lays out five creator archetypes (Professor, Performer, Engineer, Detective, Renaissance) and maps each to the business models that fit…

Chris shares the biggest lessons from starting 75+ businesses over 15 years, from six-figure wins to eight-figure scale: the owner as 'Make…

Sabba Keynejad bootstrapped Veed.io to $40M ARR after being rejected by Y Combinator; the episode is a 'rejection to revenue' arc covering…

After reading a mean comment on Dolly Parton's Facebook page, a woman turns internet trolling humor into a comedic cake side hustle.

Sam and Shaan interview Blake Scholl (Boom Supersonic) about going from high-school dropout to Groupon to building a supersonic jet startup…

Greg's 'AI jealousy' hack: run the same prompt across ChatGPT, Claude, Grok and Gemini simultaneously, then tell each model that a…

Interview with Tyler Denk, cofounder/CEO of Beehiiv, on making money with newsletters: small niche newsletters earning real revenue via…

Solo episode teaching business principles through stories and analogies: foundation versus appearances (the Vasa ship), how effort shapes…

Greg walks through a step-by-step weekend SaaS build using AI: pick the niche audience first, research competitors with Gemini, grill the…

A Seattle hairstylist informally offers wig fixes and hair touch-ups to cosplayers near comic conventions, charging for last-minute…

Part two with Sam Thompson: he demos the custom task-management app he built for himself in Lovable and how it changed how he handles time,…

An episode on 'high agency' as the most-valuable founder skill: defining it, turning 'bullshit into reality', metrics and personal systems,…

A Weekend Workshop segment on building a support network by asking ten people for help as a side-hustle starting point.

Tony Ge built 'Lowballer9000' — a VAPI + Gemini 2.0 Flash + Cartesia voice + Twilio + Airtable voice agent that called 800+ luxury watch…

Sam and Shaan brainstorm with Jess on a business-ideas matrix, including Idea: DOGE as a service, Idea: Vertical agents, Idea: Cargo ship…

Frey Chu builds and sells niche directory sites that earn up to $3,000/month in mostly passive income, using Ahrefs and Reddit for keyword…

Lane Wagner went from a 9-5 developer to running Boot.dev, a $1M/month coding-learning platform. Chapters cover the business breakdown,…

Fashion buyer Kyle Bergman turns a quirky, edgy personal aesthetic into a brand after a viral Buzzfeed article, building a comfort-focused…

Solo episode defining 'Vibe Marketing' as vibe-coding tools (Bolt, Replit, Lovable) plus workflow automation (n8n, Gumloop, Manus) plus an…

Pat shares 10 surprising things no one tells you before starting a YouTube channel, covering the unglamorous operational realities like…

Guest Nick Huber (Sweaty Startup, Somewhere.com, Bolt Storage) on building wealth through service businesses, his power-law portfolio…

A workflow for selling digital products on Etsy: reverse-engineer what's already selling via a hidden URL trick, identify trends, bulk-edit…