21 Hats Podcast

A podcast by 21 Hats

Categories:

Business

364 Episodes

  1. The Temptation of Private Equity

    Published: 9/12/2023

  2. Bonus Episode: When Private Equity Comes for Your Industry

    Published: 9/5/2023

  3. I Didn’t See All the Danger Signs

    Published: 8/29/2023

  4. The Toughest Conversation

    Published: 8/22/2023

  5. Dashboard: Why Business Owners Don’t Like This Economy

    Published: 8/21/2023

  6. When Business Owners Burn Out

    Published: 8/15/2023

  7. Dashboard: The Big Story in Small Business

    Published: 8/14/2023

  8. Can I Go Dig a Hole?

    Published: 8/8/2023

  9. Dashboard: There’s Still Time

    Published: 8/7/2023

  10. What’s Going to Happen to My Business?

    Published: 8/1/2023

  11. Dashboard: A Mass-Extinction Event for Startups?

    Published: 7/31/2023

  12. Escaping the Valley of Death

    Published: 7/25/2023

  13. Dashboard: A Tsunami of Regulation

    Published: 7/24/2023

  14. Bonus Episode: The Long Journey to Really Understanding ESOPs

    Published: 7/21/2023

  15. Is Anybody Listening to Me?

    Published: 7/18/2023

  16. Dashboard: ‘ChatGPT on Steroids’

    Published: 7/17/2023

  17. ‘You’re in the Valley of Death’

    Published: 7/11/2023

  18. Dashboard: Are Your WFH-ers Really Working?

    Published: 7/10/2023

  19. Why Do You Pay What You Pay?

    Published: 7/4/2023

  20. Embrace It. Leverage It. Or Die

    Published: 6/27/2023

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The 21 Hats Podcast presents an authentic weekly conversation with small business owners who are remarkably willing to share what’s working for them and what isn’t. Unlike many business podcasts, which tend to talk to highly successful entrepreneurs whose struggles are in the past, the 21 Hats Podcast features a rotating cast of business owners who are still very much in the trenches fighting the good fight. Every week, our regulars gather to talk about the kinds of important issues many owners won’t even discuss behind closed doors: whether their businesses are as profitable as they should be, whether they are willing to give up some control to an investor in order to grow faster, why they had to lay off employees, how they wound up with way too much inventory, why they don’t have a succession plan, and even why they are concerned about their own mental health. Visit 21hats.com to hear all of our podcast episodes, read episode transcripts, and learn more. The show is produced by Jess Thoubboron, founder of Blank Word.