Failosophy with Gabe Zichermann - podcast cover

Failosophy with Gabe Zichermann

Gabe Zichermann•failosophy.com

If you're not on the precipice of failure right now, you're not living your best life. Failosophy teaches you how to take risks, fail better and be happier. The Failosophy podcast features unique insights from people who've suffered failure, without all the sugarcoating. Listen as business, arts and sports leaders bear their souls, share their pain, and learn what helped them overcome and reach success (if applicable). Hosted by author and speaker Gabe Zichermann.

Last refreshed: July 28th, 2025 at 4:25 AM ⓘ

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Episodes

Amy Jo Kim Loves a Good Product Failure

Product Expert, Game Designer and Author Amy Jo Kim, shares her perspective on entrepreneurs, product development and the need for humility when trying something new (and failing).

May 28, 2019•33 min

Lorenzo Thione Leans in on Hard Failure Conversations

Entrepreneur, broadway producer, philanthropist and investor Lorenzo Thione talks about his personal approach to dealing with failure.

May 15, 2019•38 min

Boeing's Fatal Inability to Fail Well - The 737Max

In this episode of the Failosophy podcast, host Gabe Zichermann conducts a failure analysis of the root causes underlying Boeing's fatal 737 Max crashes. The company's inability to accept and work with failure led to these fatalities.

Apr 25, 2019•18 min

Fabrice Grinda: How Investors Deal with Failure

Prolific angel investor and successful tech entrepreneur Fabrice Grinda stops by to talk with Gabe Zichermann about why everyone should have a process for failure.

Mar 12, 2019•30 min

Gabe Zichermann: The 5 Stages of Grief in Startup Failure

Gabe Zichermann (@gzicherm) talks about the Kubler-Ross 5 Stages of Grief (Denial, Anger, Bargaining, Depression, Acceptance) as they relate to going through personal or professional failure.

Feb 07, 2019•24 min

Sandra Zichermann: Mom on a Mission

Gabe Zichermann (@gzicherm) talks with mom, entrepreneur and media personality Sandra Zichermann (@themomrant), creator of the online community The Mom Rant about failure.

Jan 19, 2019•38 min

Josh Konowe: Type A Failure in Relationships

Gabe Zichermann talks with entrepreneur Josh Konowe about failure in relationships - both personal and professional.

Dec 19, 2018•39 min

Will Sacks: Be a Vulnerable Co-Founder

Entrepreneur and musician Will Sacks discusses the painful story of stepping aside at his startup, and lessons learned in failure.

Dec 14, 2018•43 min

Bryan Janeczko: You Gotta Lose Some to Win Some

Entrepreneur and educator Bryan Janeczko talks about his successes and failures as a food entrepreneur

Dec 06, 2018•28 min

Damion Lupo: My Losses are Your Gain

Financial Wiz Damion Lupo talks with Gabe Zichermann about why failing with money is so complex and painful

Nov 09, 2018•36 min

Bea Arthur: Founder Anger is Valid

Gabe Zichermann chats with Bea Arthur, founder of The Difference, about her journey from licensed therapist to outsider entrepreneur, to failure and back again.

Oct 19, 2018•35 min

Joe DiPasquale: Entrepreneurship on Thin Ice

Gabe Zichermann chats with Joe DiPasquale, founder of BitBull Capital, about his journey from failed figure skater and early dot-comer to brilliant cryptocurrency expert and fund manager.

Oct 12, 2018•40 min

Alex Kruger: Failing at Death

Gabe Zichermann chats with Alex Kruger, founder of Grace, about his journey from failed death entrepreneur to successful leader and humorist.

Oct 05, 2018•32 min

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