Episodes 33
Avg. Duration 52m
Activity Sporadic
Apple Rating 5.0 (2)
Since Oct 2024
Latest Episode Mar 2026

Publishing Details

Schedule
Every 2 Weeks
Format
Episodic
Consistency
69%
Hosting
anchor.fm

About This Podcast

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.

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Recent Episodes

Beating Breast Cancer While Raising $10M | Vanessa Rissetto on The Future of Medicine

Mar 03, 2026 55m

In this episode of Failing Up, I sit down with Vanessa Rissetto, CEO and co-founder of Culina Health — a registered dietitian, founder, mother, and certified badass — to talk about what she learned…

Don’t Let Life Harden You: Staying Optimistic When the World Gets Cynical with John Gillen

Feb 10, 2026 59m

Claire sits down with John Gillen — Co-Founder of True Capital and host of Milk Road Macro — for a conversation about responsibility, resilience, and staying optimistic when the world feels cynical.…

The Truth About Biohacking: What Works, What’s Hype, What’s Dangerous

Jan 07, 2026 52m

Biohacking promises better focus, stronger bodies, and longer lives—but where does optimization turn into obsession?In this episode, Anthony from Feel Better Lab breaks down what biohacking actually…

Love, Loss, and the road to a purposeful life w/ John Gillen

Dec 18, 2025 1h 16m

In this episode of Failing Up, I sit down with John Gillen, Co-Founder of True Capital, to talk about love, grief, ambition, and endurance. We explore why marrying for “logistics” is a trap, the real…

#1 NYC Podcast Studio Owner: Be For a Few, Not for Everyone - Why Niches Win

Nov 26, 2025 51m

This week I sat down with Matt Marlinski - Founder of The Manhattan Lab - New York's fastest-growing podcast studios. Matt has hosted politicians like Bernie Sanders, top podcast hosts like Chris…

Is gambling the solution to our broken financial system?

Nov 21, 2025 56m

I sit down with John Gillen — Partner at True Capital and host of Milk Road Macro — to break down how modern investing is shifting from long-term wealth building to dopamine-driven risk-taking.They…

How to get a job in the AI economy

Nov 12, 2025 38m

The U.S. job market looks strong — but beneath the surface, everything’s shifting. Previous Wall Street reporter at Business Insider and Opening Bell Daily Co-Founder Phil Rosen breaks down what’s…

The FBI Agent Who Stopped a Spy Warns What’s Coming Next

Nov 06, 2025 56m

He caught one of America’s most dangerous spies, and now he’s warning the world about what’s coming next. Former FBI and cybersecurity expert agent Eric O’Neill spent years undercover to expose one…

How the U.S. Lost Control to China — And What It’ll Take to Get It Back | Steve LeVine

Oct 29, 2025 1h 7m

Steve LeVine, editor of The Electric and writer at The Information, joins to unpack how the U.S. became dangerously dependent on China and what it would take to unwind that relationship.We cover…

This AI Company Wants To Save Modern Dating | Dini from Sitch

Oct 23, 2025 50m

Dating today is broken. In this episode, Dini, co-founder of AI matchmaking app Sitch, joins Failing Up to talk about how we got here — from OkCupid to Hinge to whatever comes next and why it might…

What Losing Faith in Politics Teaches Us About Finding Balance in Life | John Gillen

Oct 16, 2025 1h 13m

In this episode of Failing Up, John Gillen joins Claire Barthelemy for a deeply human conversation about losing faith in politics — and finding balance in life. We what it means to stay grounded in a…

Crypto Cycles, Trolls, and the Art of Content w/ David Hoffman

Oct 09, 2025 48m

David Hoffman is the Co-Founder of Bankless, one of the most influential media platforms in the crypto ecosystem. In this episode, we cover everything from the evolution of crypto cycles and Trump’s…

Healing Through Cooking And Content w/ Ornelle Cherazi

Oct 07, 2025 41m

Ornelle Cherazi, known online as @NelNourish, joins me to share her powerful story — from modeling to culinary school to becoming one of Canada’s most magnetic food creators.We talk about what it was…

Addiction, Desperation & Redemption: Fighting back w/ Louis Reggiero

Sep 23, 2025 55m

Louis Reggiero — founder of Nothing’s Off the Table, a podcast about overcoming addiction — lost over $100,000 in a single night in Vegas. But that wasn’t the rock bottom. It took him 10 years to get…

Faith, Free Will & Financial Systems w/ John Gillen

Aug 15, 2025 59m

John Gillen left BlackRock to launch his own crypto fund — but this episode goes way beyond markets.We talked about the political shift around crypto, why it shouldn’t be a partisan issue, and…

Leaving Mainstream Media & Going Independent | Phil Rosen on Persistence Over Talent

Jun 12, 2025 40m

I sat down with Phil Rosen, founder of Opening Bell Daily, a leading financial newslettter for a conversation about persistence, media, and how to stand out in a noisy world.Phil spent years inside…

Brett Goldstein | Is AI Shrinking Humanity? Design, Death, and Digital Companionship

May 29, 2025 50m

What happens when technology moves faster than our ability to understand it?In this episode, I sat down with Brett Goldstein, founder of Micro, for one of the most thought-provoking conversations…

Internet Culture, Comedy, and Capitalism w/ Jack Kuveke

May 07, 2025 1h 17m

This week I sat down with Jack Kuveke, founder of Jabroni Capital. Jack Kuveke does a little bit of everything — angel investing, content, internet chaos, and bringing humor to the business world in…

Powering the Future: AI, Energy & Leadership | Asher Genoot (Hut 8)

Apr 09, 2025 47m

This week, I sat down with Asher Genoot, the CEO of Hut 8, one of North America’s largest digital infrastructure and energy providers — powering everything from crypto mining to AI compute. We talked…

Solving Men's Mental Health Crisis w/ Max Barrett from Friday Beers

Mar 27, 2025 1h 1m

Max Barrett, co-founder of the viral media brand Friday Beers, joins us to talk about giving up on the dream of playing in the NBA, building one of the internet’s most beloved comedy platforms, and…

Frequently Asked Questions

How many episodes does Failing Up have?

Failing Up has published 33 episodes since October 2024, covering topics in Business.

Is Failing Up still active?

Failing Up is currently sporadic with new episodes every 2 weeks. Average episode length is 52m.

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