419 Episodes

  1. Dashboard: Victor Hwang on Entrepreneurship in America

    Published: 10/17/2022

  2. Dana Opens in Dallas

    Published: 10/11/2022

  3. Dashboard: Welcome to Health Insurance Season!

    Published: 10/10/2022

  4. Bonus Episode: Seth Goldman Brews Another Ice Tea

    Published: 10/7/2022

  5. Are You Hitting Your Numbers?

    Published: 10/4/2022

  6. Dashboard: I Like Recessions

    Published: 10/3/2022

  7. Raising Capital: 'It’s a Ticking Time Bomb'

    Published: 9/27/2022

  8. Dashboard: The (Commercial) Rent Is Too Damn High

    Published: 9/26/2022

  9. Should HR Advocate for the Business or the Employee?

    Published: 9/20/2022

  10. Dashboard: Could California’s Fast Food Regulations Actually Work?

    Published: 9/19/2022

  11. Bonus Episode: Jason Fried Didn’t Mean to Blow Up Basecamp. But He’d Do It Again

    Published: 9/16/2022

  12. Quiet Quitting: Another Gift Brought to You by Corporate America

    Published: 9/13/2022

  13. Dashboard: What Type of Entrepreneur Are You?

    Published: 9/12/2022

  14. We Have a Meeting With Costco!

    Published: 9/6/2022

  15. Replay: You Take a Stand

    Published: 8/30/2022

  16. Here’s My New Succession Plan: I Can’t Die

    Published: 8/23/2022

  17. Dashboard: The Tax Break No One’s Talking About

    Published: 8/22/2022

  18. Surviving Bad Clients and Bad Partners

    Published: 8/16/2022

  19. Dashboard: What the Inflation Reduction Act Means for Businesses

    Published: 8/15/2022

  20. Trash, Rats, and Garbage Juice: A Case Study in PR

    Published: 8/9/2022

13 / 21

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.