A podcast

First Failed Business

Celebrating the crucial, often painful, lessons learned from entrepreneurial stumbles. Candid conversations with founders about their first ventures that didn't make it, turning failure into fuel, in a positive shame-free environment.

Hosted by Benjamin Kleman.

Cover art for First Failed Business

Latest episode

A pre-beta listen. No guest yet, just the idea, said out loud.

What you'll hear

Guest episodes run about 30–45 minutes. The middle of the show is where the story earns its keep.

  1. 01

    The genesis

    Why the venture started, and the first yes that made it feel real.

  2. 02

    The cracks

    The journey as it actually went, and where the plan began to split.

  3. 03

    The failure point

    The moment it stopped. Named plainly, without the courtroom vibe.

  4. 04

    The lessons

    The core of the show: what stayed useful after the stumble.

About the show

Who it's for

  • Aspiring founders who want the unvarnished version before they start.
  • Early-stage founders in the middle of the messy part.
  • Anyone whose venture has stalled and would rather learn than hide it.

Benjamin Kleman hosts it. The tone stays curious and conversational: positive, uplifting, and interested in what the stumble taught, not in scoring the person who took the swing.

The shame-free promise

Failure is fuel here, not a verdict. You can talk about the first business that didn't make it without the flinch.

A full episode moves through an intro, the genesis, the journey and the cracks, the failure point, lessons learned, the aftermath, a key takeaway, and a short outro.

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The feed lists this one real episode, and the audio URL is the file on this site.

firstfailedbusiness.com/feed.xml