20 Best Business Failure Podcasts

1. WeCrashed

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The founders of WeWork thought they were on the brink of making history. The company was valued at $47 billion dollars, ready for a huge IPO, and its charismatic CEO Adam Neumann believed he was going to change the world. Adam and his wife Rebekah had a prophet-like vision—but did it ever match the company's reality? Now the inspiration for a new AppleTV series starring Jared Leto and Anne Hathaway, WeCrashed: The Director's Cut is a complete refresh of our original six-part series...MORE Host David Brown
Producer/Network Wondery
Email ****@wondery.com
Estimated listeners
Apple Rating 4.2/5Apple Reviews 4.3KFacebook 167.1KTwitter 107.1KInstagram 198.8K Avg Length 7 min Format Bite size Get Email Contact Get access to full database of 2.7M podcastsCreate podcast lists, export in spreadsheet or CSV file with email contacts and start your podcast outreach in minutes.Sign Up for Free with Email Continue with Google

2. Business Movers

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Behind every successful business is a story. It starts with a vision and a leap of faith. Along the way, leaders make bold decisions, ride booms and busts, and sometimes, they reach new heights. From Wondery, the makers of the hit series Business Wars , and Lindsay Graham, the host of American History Tellers and American Scandal , comes a weekly podcast that brings you the true stories of the brilliant but all-too-human businesspeople who risked it all...MORE Host Lindsay Graham
Producer/Network Wondery
Email ****@gmail.com
Estimated listeners
Apple Rating 4.7/5Apple Reviews 2KFacebook 167.1KTwitter 107.1KInstagram 198.8K Avg Length 26 min Format Medium form Get Email Contact

3. RIP Corp

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On each episode of RIP Corp, we tell the story of one failed business, or a business failure. Join us in the dead mall of business history.RIP Corp is a Charts & Leisure production, written and hosted by Ingrid Burrington. Produced by Meghal Janardan and Mike Rugnetta. Associate producer, Taylor Behnke. Original music and sound design from Andrew Atkin and Michael Simonelli. Fact-checking from Matt Giles. Logo design by Beatriz Lozano and illustrations by Megan Mulholland. Executive produced by Jason Oberholtzer.MORE Host Ingrid Burrington
Producer/Network Charts & Leisure
Email ****@chartsandleisure.com
Estimated listeners
Apple Rating 4.9/5Apple Reviews 42Twitter 390Instagram 139 Avg Length 37 min Format Medium form Get Email Contact

4. 10-Minute Tech Talks: How Tech Entrepreneurs Fail & How You Can Avoid It

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Are you an entrepreneur building a technology company and looking to grow fast?This show teaches and inspires entrepreneurs to build better companies by learning from the failures of other tech companies and entrepreneurs. If you're striving for rapid growth while avoiding the mistakes that have led others to failure, this podcast is designed to help you stay on track.Avoid the devastating mistakes that tech entrepreneurs have made, which led their businesses to collapse...MORE Producer/Network Pittsburgh Technology Council
Email ****@pghtech.org
Estimated listeners
Apple Rating 4.1/5Apple Reviews 8Facebook 3.8KTwitter 14.8K Avg Length 9 min Format Bite size Since Jan 2015 Get Email Contact

5. The Anti-Failure Podcast

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Successful CEOs, founders and entrepreneurs are unanimous on one thing - there is no success without failure. Failure is to be embraced as it teaches us much more than success ever can. The Anti-Failure Podcast shares the stories of Australian small businesses and the people behind them, who have faced and embraced failure in order to succeed. Enduring not only despite failure, but because of it. We will unpack the tools, tactics and traits that helped them to emerge victorious, paving the way for other Aussie small businesses.MORE Host Chris Kendall
Producer/Network Chris Kendall
Email ****@aretex.com.au
Estimated listeners
Apple Rating 5/5Apple Reviews 12Facebook 1.6KTwitter 6.8K Avg Length 51 min Format Long form Get Email Contact

6. The Failure Factor

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Where entrepreneurs get real about their stories and turn failures into lessons for success. Hosted by Megan Bruneau, The Failure Factor explores the journey of business owners, entrepreneurs and thought leaders who have faced significant challenges, persevered through adversity, and emerged triumphant providing listeners with insights to navigate their own entrepreneurial paths There's a myth out there that failure is career-ending and that success is achieved without any bumps in the road...MORE Producer/Network Megan Bruneau
Email ****@offthefieldcoaching.com
Estimated listeners
Apple Rating 5/5Apple Reviews 61 Avg Length 61 min Format Long form Get Email Contact

7. Failing Up

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Failing Up flips the script on failure and dives deep into the journeys of founders and entrepreneurs as they share their most pivotal setbacks and the invaluable lessons learned along the way. Failure is not a setback, but a stepping stone to success, offering insights that success often obscures.I explore the raw, unfiltered stories behind the most painful lessons.MORE Producer/Network Claire
Estimated listeners
Apple Rating 5/5Apple Reviews 5 Avg Length 56 min Format Long form Get Email Contact

8. Fayl Tales

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Apple Episodes
Behind every startup success story is a trail of mistakes, pivots, broken plans and brilliant comebacks. Fayl Tales is the podcast where entrepreneurs, founders, investors and early employees share the real side of building something new - the failures that shaped them, the lessons they learned the hard way, and the resilience it takes to keep going. Hosted by Loveth , each episode dives into the raw, funny and honest moments most business stories leave out - so you can learn faster, fail smarter, and feel less alone on your own journey...MORE Estimated listeners
Avg Length 39 min Format Medium form Get Email Contact

9. STARTUP STRUGGLES

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Apple Episodes
Welcome to Startup Struggles - the podcast for founders who need to hear they're not alone.If you're new here, this is the show where we dive deep into the REAL challenges founders face building their companies. You'll hear stories you won't find in typical success-focused podcasts.🎯 What You'll Get:• Raw, honest conversations about entrepreneurial struggles• Real founder stories beyond the highlight reel• Lessons from startup failures, pivots, and dark moments• A community for founders who feel alone in the journeyWe believe every struggle tells a story...MORE Email ****@bloggingmachine.io
Estimated listeners
Avg Length 34 min Format Medium form Get Email Contact

10. The Capital Signal: Post-mortem Analysis for Entrepreneurs & Startup Founders

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Apple Episodes
Welcome to The Capital Signal, the podcast for entrepreneurs and startup founders ready to cut through market noise with ruthless clarity. Each episode dives into deep post-mortem analysis of real startup decisions — what worked, what failed, and why. Hosted by professionals embedded in sales, marketing, and venture, we explore the mechanics of scaling in the digital age: from dissecting founder operating systems to mastering the pitch. Turn institutional signals into elite execution.This version naturally hits all three primary keywords plus 'market noMORE Email ****@pnw.edu
Estimated listeners
Avg Length 33 min Format Medium form Get Email Contact

11. The Flop Side

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Apple Episodes
In a world obsessed with 'the next big thing' and 'viral sensations,' we're looking at the other side of business stories. Because let's face it: While success is loud, failure is where the real wisdom lies.Every week, we peel back the curtain on the Indian startup ecosystem to uncover the stories of companies that once soared, only to come crashing down. From the 'disruptors' that once dominated headlines to the 'heavily funded favourites' that vanished overnight, we explore the bad bets, the boardroom battles, and the brutal reality of growth in India...MORE Email ****@gmail.com
Estimated listeners
Avg Length 21 min Format Medium form Get Email Contact

12. Fall From Grace

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Apple Episodes
Fall From Grace is a raw, honest, lived-experience podcast about losing everything and rebuilding from zero. I share the truth behind my business collapse, an ASIC investigation, heartbreak, shame, survival, and starting again. These are the chapters we don't talk about — the ones that actually change us. If you've ever hit rock bottom or felt alone in your mess, this podcast is for you.MORE Email ****@thebaileysupport.com
Estimated listeners
Avg Length 14 min Format Short form Get Email Contact

13. Bad Blood: The Final Chapter

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She was once the world's youngest self-made female billionaire. Now Elizabeth Holmes, founder of the blood-testing startup Theranos, stands accused of leading a massive fraud, and lying to investors, doctors, and patients about the capabilities of her technology. If convicted, she faces up to 20 years in prison. But Elizabeth may be able to sway a jury with her charisma, highly unusual defense strategy and the fact that key evidence has gone missing. John Carreyrou broke the Theranos scandal...MORE Host John Carreyrou
Producer/Network Three Uncanny Four
Email ****@nytimes.com
Estimated listeners
Apple Rating 4.7/5Apple Reviews 5.7KTwitter 55.6K Avg Length 28 min Format Medium form Get Email Contact

14. Spectacular Failures

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Corporate crookedness. Family feuding. Hilariously half-baked decisions. Host Lauren Ober tackles some of the most spectacular business failures of all time, and what could have been done to avoid them. Some of these stories are shocking. Some are funny. Some are just downright sad. But each one will give you a totally new perspective on big business… and big failure. From American Public Media.MORE Host Lauren Ober
Producer/Network American Public Media
Email ****@gmail.com
Estimated listeners
Apple Rating 4.4/5Apple Reviews 4.5KFacebook 3KInstagram 1K Avg Length 35 min Format Medium form Get Email Contact

15. The Great Fail

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The Great Fail is a true crime inspired, business podcast that examines the greatest success stories of the most prominent and prolific companies, brands, and people and what led to their demise. If you love true crime and stories of massive failures, you've come to the right place! Here we take a forensic look at stories that will irk you, shock you, and have you picking your jaw up off the floor, all while learning the oftentimes avoidable, mistakes that have ended the lives of companies and left boardrooms looking like crime scenes. Hosted on Acast. See acast...MORE Host Debra Chen
Producer/Network Adweek Podcast Network
Email ****@gmail.com
Estimated listeners
Apple Rating 4.8/5Apple Reviews 142Facebook 1.4KTwitter 346Instagram 4.5K Avg Length 29 min Format Medium form Get Email Contact

16. The Big Flop

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Fyre Fest goes up in flames, Madame Web is panned, the hot new crypto coin crashes. Who doesn't love a good flop? From Silicon Valley scandals to Hollywood meltdowns - every epic fail has a story worth telling. Join TikTok superstar Misha Brown on Wondery's The Big Flop as we unpack history's most fascinating flops, frauds, and fiascos. Whether it's Tom Cruise's couch-jumping or Taylor Swift in Cats, we're dissecting the moments when ambition, ego, and poor decisions collide...MORE Host Misha Brown
Producer/Network Wondery
Email ****@sixteenth.com
Estimated listeners
Apple Rating 4.7/5Apple Reviews 2.2KTwitter 107.1KInstagram 198.8K Avg Length 36 min Format Medium form Get Email Contact

17. Defeat 90 | A Business Failure Rebellion

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Apple Episodes
Defeat 90 is focused on creating opportunities for authentic conversation between entrepreneurs. The goal is to disrupt the unintentional isolation that happens to most entrepreneurs and promote vulnerable discussions. Every brave entrepreneur has their own war story that could be the missing piece someone else needs. Defeating the 90% failure rate will happen by empowering the collective to help each other navigate the minefields of owning a business...MORE Estimated listeners
Apple Rating 5/5 Avg Length 48 min Format Long form Get Email Contact

18. A Case Study In Corporate Fear

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'A Case Study in Corporate Fear' deconstructs how fear transforms successful companies into corporate casualties. Each episode forensically examines a different business failure, revealing how fear infiltrates decision-making and sabotages success. From Kodak's digital denial to Blockbuster's streaming stumble, we analyze the patterns of fear that destroy companies and careers. Join host Taras Wayner as we turn fear into your greatest teacher, helping you recognize and overcome the paralysis of professional fear...MORE Producer/Network Taras Wayner
Estimated listeners
Apple Rating 5/5Apple Reviews 8 Avg Length 29 min Format Medium form Get Email Contact

19. Startup Sl*ts: How to F*ck Up Your Startup

Spotify
Welcome to our new podcast about startup failures! In this series, we'll explore the mistakes, missteps, and lessons we learned. Whether you're new to entrepreneurship or have experience, you'll find valuable insights and tips here. Subscribe now and join us on this honest journey through the ups and downs of starting a business. Let's get started!MORE Estimated listeners
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