21 Hats Podcast

A podcast by 21 Hats

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386 Episodes

  1. It’s Not a Circuit-Board Business. It’s an Asset

    Published: 12/10/2024
  2. Dashboard: Do Small Businesses Have to Innovate to Succeed?

    Published: 12/9/2024
  3. It's a Pathetic Budget, But We'll Hit It

    Published: 12/3/2024
  4. Dashboard: This Is 2025’s Killer App for Small Business

    Published: 12/2/2024
  5. For Years, We Thrived Without Marketing. Now What?

    Published: 11/26/2024
  6. Dashboard: An Entrepreneurial Vision for America

    Published: 11/25/2024
  7. The D.E.I. Backlash Hasn’t Changed Mel Gravely’s Story

    Published: 11/19/2024
  8. Dashboard: The AI Agents Are Coming!

    Published: 11/18/2024
  9. Managing the Unexpected Risks of Entrepreneurship

    Published: 11/12/2024
  10. Dashboard: Businesses Can Still Save on 2024 Taxes

    Published: 11/11/2024
  11. I'm Not Building Wienermobiles My Whole Life

    Published: 11/5/2024
  12. Dashboard: Getting Job Candidates to Search for You

    Published: 11/4/2024
  13. A Few Good Plumbers

    Published: 10/29/2024
  14. Dashboard: This Is How to Use LinkedIn

    Published: 10/28/2024
  15. ‘Things Are Going to Suck’

    Published: 10/22/2024
  16. Dashboard: The Issues That Matter to Business Owners

    Published: 10/21/2024
  17. ‘Being Civilized Ain’t Gonna Do It’

    Published: 10/15/2024
  18. Dashboard: Learning From Helene and Milton

    Published: 10/14/2024
  19. When to Pull the Plug, When to Pull the Trigger

    Published: 10/8/2024
  20. Dashboard: Don’t Dismiss Those Side Hustles

    Published: 10/7/2024

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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.