21 Hats Podcast

A podcast by 21 Hats

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362 Episodes

  1. Bonus Episode: A New Way to Sell Your Business

    Published: 1/20/2023
  2. I’ve Always Been Afraid to Raise Prices

    Published: 1/17/2023
  3. Dashboard: The State of Small Business, 2023

    Published: 1/16/2023
  4. How’s Your Compensation Plan Holding Up?

    Published: 1/10/2023
  5. Dashboard: Check Out the New Retirement Rules

    Published: 1/9/2023
  6. The Hard-Nosed Business Case for Employee Ownership

    Published: 1/3/2023
  7. Dashboard: Business Regulation Even Business Owners Will Support?

    Published: 12/19/2022
  8. Jay Goltz’s 12-Step Business Check-Up

    Published: 12/13/2022
  9. Dashboard: The Problem with Charging by the Hour

    Published: 12/12/2022
  10. I Want to Double Sales Again Next Year

    Published: 12/6/2022
  11. Dashboard: Okay, Boomer, What's Your Succession Plan?

    Published: 12/5/2022
  12. Should We Tell the Employees?

    Published: 11/29/2022
  13. Are You a Good Negotiator?

    Published: 11/22/2022
  14. Dashboard: Zip It And Do Your Job!

    Published: 11/21/2022
  15. For Richer, For Poorer

    Published: 11/15/2022
  16. Dashboard: How Gene Marks Stopped Sweating Health Insurance

    Published: 11/14/2022
  17. There’s Big Money All Over the Place

    Published: 11/8/2022
  18. Dashboard: Don’t Leave It to Your CPA

    Published: 11/7/2022
  19. Should You Be in a Business Group?

    Published: 11/1/2022
  20. Dashboard: Would You Hire Them Again?

    Published: 10/31/2022

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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.