21 Hats Podcast

A podcast by 21 Hats

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362 Episodes

  1. I Just Cut My Pay

    Published: 3/28/2023
  2. Dashboard: Gene Marks Is Not a Fan of Mandated PTO

    Published: 3/27/2023
  3. I Can’t Have a Handle on Everything

    Published: 3/21/2023
  4. Dashboard: Bank As I Say, Not As I Do

    Published: 3/20/2023
  5. For Wunderkeks, It Really Is Go Big or Go Home

    Published: 3/14/2023
  6. Dashboard: Taxes, Regulation, and a Punch to the Face

    Published: 3/13/2023
  7. Marketing Workshop: Turning a Failing Nut Shop into Nuts.com

    Published: 3/7/2023
  8. Dashboard: The Three Reports Every Business Owner Needs

    Published: 3/6/2023
  9. What It Means to Break $1 Million in Revenue

    Published: 2/28/2023
  10. Dashboard: Coping With HR Issues Without an HR Staff

    Published: 2/27/2023
  11. Marketing Workshop: Selling Cookies on LinkedIn

    Published: 2/21/2023
  12. Dashboard: The Price of Tipping, Virtual Offices, and Men’s Underwear

    Published: 2/20/2023
  13. ESOPs Are Great. But Not for Me

    Published: 2/14/2023
  14. Dashboard: The Good News About Gen Z

    Published: 2/13/2023
  15. Walking Away From a Salary

    Published: 2/7/2023
  16. Dashboard: So You Think Building a Business in the U.S. Is Hard?

    Published: 2/6/2023
  17. How Much Profit Should Your Business Make?

    Published: 1/31/2023
  18. Dashboard: Getting an SBA Loan With No Down Payment

    Published: 1/30/2023
  19. Why Isn’t This Product Selling?

    Published: 1/24/2023
  20. Dashboard: ChatGPT, Salesforce CRM, and the Employee-Contractor Dilemma

    Published: 1/23/2023

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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.