Best Podcasts for Entrepreneurs (2026)


Building something from scratch is lonely enough without having to figure everything out yourself. These 10 podcasts put you in the room with founders, bootstrappers and investors who share what actually worked — and what nearly killed their companies. Here are the best shows for entrepreneurs right now.



Waking up with a podcast on iOS

Podcast Alarm is a fully featured podcast player and alarm. You can set up queues of your favourite episodes and listen to them whenever you like. Why not subscribe to your favourite podcast and have the latest episode wake you up every weekday morning. There are lots of screenshots and videos in our "How to set a podcast as an alarm on iphone?" blog post.

Download on the Apple App store


1. How I Built This

How I Built This podcast artwork

Guy Raz interviews the founders behind the world's biggest brands — Airbnb, Spanx, Dyson — and traces the full journey from idea to empire. Every episode has a moment where you think "they nearly didn't make it." Endlessly inspiring.


2. My First Million

My First Million podcast artwork

Sam Parr and Shaan Puri brainstorm business ideas live on air with infectious energy. Half the fun is hearing which ideas they'd actually put money behind. If you're the type who sees business opportunities everywhere, this show will supercharge that instinct.


3. Masters of Scale

Masters of Scale podcast artwork

LinkedIn co-founder Reid Hoffman explores how companies grow from zero to massive scale. The production quality is exceptional — think narrative storytelling meets MBA-level strategy. Each episode builds around a single counterintuitive lesson about scaling.


4. The GaryVee Audio Experience

The GaryVee Audio Experience podcast artwork

Gary Vaynerchuk delivers raw, unfiltered advice on marketing, social media and hustle culture. Whether you love his intensity or find it exhausting, his practical takes on attention and content strategy are hard to argue with.


5. Indie Hackers Podcast

Indie Hackers Podcast artwork

Courtland Allen interviews bootstrapped founders who built profitable businesses without venture capital. The conversations are refreshingly honest about revenue numbers, mistakes and the realities of going it alone. Essential listening for anyone building a solo or small-team product.


6. Starter Story

Starter Story podcast artwork

Pat Walls interviews founders of small but profitable businesses — often ones you've never heard of. The focus on real revenue numbers and step-by-step breakdowns makes this far more actionable than most founder interview shows.


7. The $100 MBA Show

The $100 MBA Show podcast artwork

Omar Zenhom delivers short, focused business lessons in under 15 minutes. Each episode tackles one specific topic — pricing, email marketing, hiring — with clear takeaways. Perfect for busy founders who want to learn without committing to a two-hour episode.


8. Entrepreneurs on Fire

Entrepreneurs on Fire podcast artwork

John Lee Dumas has published over 3,000 episodes interviewing entrepreneurs across every industry imaginable. The daily format means there's always a fresh conversation waiting. His signature questions — worst moment, aha moment, best advice — consistently draw out gold.


9. Side Hustle School

Side Hustle School podcast artwork

Chris Guillebeau shares one new side hustle story every day in under 10 minutes. The ideas range from brilliantly simple to genuinely surprising, and each episode breaks down how much it cost to start and how much it earns. No excuses — just proof it can be done.


10. StartUp Podcast

StartUp Podcast artwork

Alex Blumberg documented the messy, nerve-wracking process of building Gimlet Media in real time. The first season is one of the best pieces of audio storytelling about entrepreneurship ever made — raw, vulnerable and utterly compelling.



Start your day with a founder mindset

Set an entrepreneur podcast as your morning alarm and start every day with fresh ideas. Download Podcast Alarm and wake up ready to build.



Waking up with a podcast on iOS

Podcast Alarm is a fully featured podcast player and alarm. You can set up queues of your favourite episodes and listen to them whenever you like. Why not subscribe to your favourite podcast and have the latest episode wake you up every weekday morning. There are lots of screenshots and videos in our "How to set a podcast as an alarm on iphone?" blog post.

Download on the Apple App store

Jonathan Wilson

by Jonathan Wilson

March 23, 2026



Podcast Alarm

Wake up inspired

Download on the Apple App store