Latest Episodes

July 10, 2025
#449: Ryan Tansom | Understanding the Meaning of Life, God, and Money
This episode is different. No guest. No business mechanics. Just me, reading from my journal and unpacking the questions that have been driving my...
00:33:28

July 03, 2025
#448: Jennifer Davis | Bootstrapping Davisware to $20M+, Selling to PE, Raising 10 Kids, & Living Exponentially
Jennifer Davis is the co-founder and former CEO of Davisware, a vertical ERP platform she and her husband started at 17. Over two decades,...
01:28:42

June 26, 2025
#447: Jeff Buettner | Q2 2025 M&A Update: What Buyers Want, What’s Holding Deals Back, and How Founders Can Prepare
What’s happening in the M&A market right now? Who’s buying, who’s selling, and how should owners think about timing, value, and optionality? Watch on...
00:45:15

June 19, 2025
#446: Joe Brown | What Every Owner Should Know About Inflation, Debt, and the Real Economy
Most owners rely on gut instinct, advisors, or market trends to make decisions, but few stop to ask: What’s actually happening underneath the economy? ...
01:00:28

June 12, 2025
#445: Mark Cleveland | You Don’t Have to Sell or Scale—There’s a Third Option
We’ve all heard it: “Pick one thing. Focus. Go all in.” But what if that advice doesn’t apply once you’ve built real optionality? Watch...
01:10:36

June 05, 2025
#444: Clint Fiore | Understanding Main Street Valuations (Through the Buyer’s Lens)
If you're running a mid-sized company and considering acquisitions—or you just want to understand how smaller companies get valued—this episode is for you. Watch...
01:36:06