21 Hats Podcast cover art

All Episodes

21 Hats Podcast — 40 episodes

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Title
1

You Just Lowered the Value of Your Business

2

Dashboard: He Sold the Business. The Regrets Came Later

3

She Thought She Was Building a Prospecting Tool for Herself

4

Dashboard: The Competitive Advantage AI Can’t Copy

5

We’re Growing. Now I Want to Make Money

6

Dashboard: Stop Asking How to Use AI

7

Best of: Selling My Business Nearly Broke Me

8

Dashboard: Is Staying Small Selfish?

9

With My New Rent, I Will Clear Nothing

10

Dashboard: It’s Not That Earnouts Are Bad. It’s That Bad Earnouts Are Bad

11

My Succession Plan Just Moved to Montana

12

Dashboard: The Problem with Retainers (and Other Lessons for Solopreneurs)

13

You’re Pre-Qualified for a 13% Loan! (That Really Costs 170%)

14

Dashboard: The ESOP Risk Nobody Talks About

15

‘I Want My Employees Building My Business, Not Theirs’

16

Dashboard: Why Open Books and Employee Ownership Aren't Enough

17

Would You Rather Own a Business in the U.K. or the U.S.?

18

Dashboard: Why Do People Keep Starting Businesses?

19

I’ll Deal with Succession Next Year

20

Dashboard: You're Probably Not Spending Enough on AI

21

What Do You Owe Your Employees?

22

Would Your Business Survive a Divorce?

23

Dashboard: The Growth Strategy Hiding in Your Supply Chain

24

Why Do You Pay What You Pay?

25

Dashboard: A Compensation Plan Becomes an Exit Plan

26

Maybe EOS Will Solve Our Problem

27

Dashboard: Helping Creatives with the Business of Art

28

Would You Rather Risk Losing a Client or an Employee?

29

Dashboard: A Buyer That Doesn’t Want to Flip Your Business

30

‘I’m Skeptical AI Is Going to Help Us’

31

Dashboard: Uber for Landscapers

32

In Search of Companies More Interested in Being Great Than Big

33

Dashboard: Is It Still Worth Selling on Amazon?

34

When Employee Violence Walks Through Your Door

35

Dashboard: A Marketplace for Ethical Exits

36

The Real Payoff May Be in Owning, Not Selling

37

Dashboard: Should You Pay $3,500 a Month for SEO?

38

When That Big Break Just Might Break You

39

Dashboard: Bringing a Bazooka to a Wine Fight

40

There’s Scope Creep Around Every Corner