Sam and Shaan break down the Tinder Swindler documentary — the scam mechanics, how the fraud was exposed, legal consequences, public…
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4,464 episodes
Sam and Shaan argue that ~75% of jobs at big companies are worthless, with chapters on bullshit jobs, efficiency, questioning corporate…
Matt Mullenweg (Automattic/WordPress, ~30% of the web) on distributed work, how remote opened a 'bigger pond to fish in', how to 'engineer…
Sam and Shaan workshop whether $100M in 10 years requires cashflow businesses or selling, debating cashflow vs asset appreciation, the myth…
Sam explains his trend-spotting process: identifying niche movements (supply chain reshoring, buy-it-for-life, anti-work, lifestyle-based…
A former Marine in high-cost California makes about $2,000 a month by buying used washers and dryers, repairing them, and reselling them.…
Jodi Carlson describes how she built a First $1,000 selling resources, printables and materials for Girl Scout troop leaders, serving a…
A Failure Friday episode about a couple running a vintage camper rental business. They recount how an early mishap with logistics and…
Sam on selling his company for millions and the mistakes he'd avoid if he could do it again: first-negotiation anchoring, avoiding early…
Codie Sanchez (Contrarian Thinking, Entourage Effect Capital) on arbitrage business opportunities, the SBA-loan hack for buying small…
Andrew Wilkinson on bootstrapping a small agency into a billion-dollar business empire: the value of starting an agency, Lee Kuan Yew, hire…
Brett Williams, the solo founder behind DesignJoy, explains how he runs a $1M ARR 'agency of one' serving 50 design clients, and how he…
Shaan and Sam react to Netflix's Jeen-Yuhs Kanye documentary: what it teaches about obsession with craft, being yourself, the lessons they…
A fashion and skincare blogger who built a following using a science-based, analytical 'geek chic' persona. She turned the blog into a…
The creator of Dental Lace, billed as the original zero-waste silk dental floss. Sold now in retailers worldwide, it began as a small…
Steph Smith joins to profile Chewy founder Ryan Cohen — how he turned a dog-food online store into a multi-billion-dollar exit and made…
Michael Martocci (SwagUp) on bootstrapping a brand to 8 figures in 3 years: lessons from zero-to-one, Seth Godin's Purple Cow, product-led…
A Failure Friday episode about the creator of a conversation-sparking card game. Her sales grew alongside a demanding day job, and she…
Joined by Steph Smith for a 'don't think beyond step 1' brainstorming episode covering MSCHF's viral drops, Nuuly (clothing rental by…
Greg Isenberg (Late Checkout) and Dru Riley (Trends.vc) join for a wide-ranging conversation on where they source content ideas, how they…
Sam and Shaan argue that Time Out magazine's pivot to a market-leader content/media empire is a billion-dollar comeback, touch briefly on…
A ship's engineer in Ireland turns his hobby of climbing remote sea stacks into an adventure-guide side hustle. He leads small groups on…
Shaan and Sam's whimsical 'drunk' idea brainstorm: a very-long-distance-girlfriend service, extremely large specialty beds, an 'HOA Court'…
Joel Runyon of ImpossibleHQ.com, an endurance athlete and entrepreneur, describes how he got his start by freelancing the marketing and…













