Podcast episodes about starting a business
Founder episodes with real numbers and real mistakes in them, rather than a polished retelling of an exit.
Start your own business
You Can Start That Business. Here’s How.
You Can Start That Business. Here’s How.
#80 - Office Hours with Adora Cheung
#110 - Avni Patel Thompson and Kat Manalac
So, You Wanna Launch a Business?
Michael Mayer - Business Boss Battles - [Founder’s Field Guide, EP. 40]
Lessons from 1,000+ YC startups: Resilience, tar pit ideas, pivoting, more | Dalton Caldwell (Y Combinator, Managing Director)
Should You Start Your Own Business?
Remove Your Emotion From It: Becoming Fiercer as a Founder
I’ve run 75+ businesses. Here’s why you’re probably chasing the wrong idea. | Andrew Wilkinson (co‑founder of Tiny)
Roxanne Petraeus - Modernizing Compliance - [Founder’s Field Guide, EP.26]
Building Resilience
Here's What No One Tells You About Starting Your Own Business In 2024
140: Off The Ground
Extended Moment: Guy Raz: Why 99% of Businesses Fail & This Secret Made Apple, Pixar, & Elon Musk Billions!
Drybar Founder Alli Webb on the High Cost of Fast Growth
What We Can Learn from Failure with Ami Colé Founder, Diarrha N’Diaye
What We Can Learn from Failure with Ami Colé Founder, Diarrha N’Diaye
S12E2: Supercharging Sales Teams Using AI with Alexa Grabell, Co-Founder of Pocus
FF 014: Making Great Founders, Idea Creation and The First 100 Days Of A Startup with Alice Bentinck, Co-Founder @ Entrepreneur First
Will Ahmed (Whoop founder) on building a multi-billion dollar business - Handpicked
a16z Podcast: Startups, Pivots, Culture, and Timing (Oh Shit!)
129: Bombas: The Great Sock-Sess Story
What to look for
The episodes worth your time name specifics — what it cost, what didn't work, what they'd do differently. Success stories told backwards are entertainment.
Why episodes, not shows
Every other list answers this question with podcasts to subscribe to — a back catalogue you now have to search yourself. Skepmatches on what each episode actually covers, so the single best hour for this can come from a show you'd never follow, sitting next to one you already know.
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