One Question Friday: a listener asks Shaan Puri what he did differently to become a millionaire by 29 that others with similar…
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4,467 episodes
The founder of Kettlebell Kings recounts a Failure Friday moment when a big supplier order arrived with a totally different product than…
Pieter Levels interview on being a nomad-solopreneur making nearly $3M/year with no employees. Covers how much he makes, the indie-hacker…
Greg/Sahil interview Matthew Ball (Epyllion, Ball Metaverse Research) about his book 'The Metaverse: And How It Will Revolutionize the…
A longtime Adobe employee builds a business helping families digitize and store millions of physical photos across generations. The service…
Dharmesh Shah (HubSpot CTO) on renting vs owning, a three-type framework for employees, why he built WordPlay (a Wordle alternative), and…
A Returned Peace Corps Volunteer starts a side tutoring business at $20 an hour and quickly raises his rate to $50 by specializing. The…
The co-founder of TheSavvyCouple.com shares a Failure Friday lesson: after scaling his eBay and Amazon reselling, a supplier issue got him…
Shaan answers one listener's question about how he keeps his imagination and creativity alive when he feels stuck — using visualization as…
Noah Kagan (AppSumo CEO) joins Sahil Bloom and Greg Isenberg for a Where It Happens episode on bootstrapping through a bear market in 2022.…
Patrick Campbell (ProfitWell founder, bootstrapped to $200M+) on the billion-dollar quilting industry, Chili's/Applebees as anti-lessons,…
An anime-loving office assistant notices US stores lack Japanese anime merchandise and builds a side hustle importing and selling those…
A freelance menswear apparel designer lands her first two clients by cold-pitching 10 brands after having her first child. The episode…
The founder of KindRoot, a line of plant-powered hard-candy lozenges for wellness, recounts early rejection from manufacturers and learning…
Shaan and Sam discuss Grant Cardone's $60M Malibu purchase and the question of whether he's legit, why billionaires should fly first class,…
Julien Smith (Breather, $250M raised, Practice) talks through how cities shape ethos, the cost of creating your own luck, the secret to…
A mechanical engineer with a childhood love of comics smashes his student loans by reselling collectible comic books online. The episode…
Michael Girdley talks with Sam and Shaan about operating a portfolio of 10 businesses worth more than $100M, including selling fireworks,…
A musician earns his first $1,000 by licensing songs for placement in TV shows around the world. After receiving a surprise check for a…
A tutoring business owner recounts a painful credit card chargeback after being paid for a successful lesson. The episode is a Failure…
Side Hustle School marks the milestone of 2,000 consecutive daily episodes, thanking listeners and noting the show has aired every day…
Nick Saltarelli (Mid-Day Squares co-founder) joins Sahil Bloom and Greg to discuss storytelling as the future of brand building, the 'Gotta…
Patrick Campbell of ProfitWell joins to discuss his $200,000,000 sale of the bootstrapped subscription analytics company, what he calls his…
An ambitious video editor uses a string of $5 Craigslist ads to land thousands of dollars in freelance editing work. He also runs multiple…










