Personal Bets
Small and Medium Businesses are the backbone of America. I interview those that chose to bet on themselves, and America is better because of them.
Personal Bets
Latest Episodes
#12 - Is It Time To Push Or Pivot?
Before Leonardo da Vinci became one of history’s greatest artists, one of his earliest commissions looked and smelled like a complete disaster.He locked himself inside a room filled with dead lizards, bats, snakes and insects while crea...
#11 - Why You Should Talk To Strangers, From Someone That Talks To Strangers For A Living
I never liked talking to my barbers, but then I ended up at the new @Floyds99Barbershop in Maitland Florida. I used to sit down, get my haircut and leave wit...
Chance Sweat: The Bet Before The Bet
We pull a thread through three standout stories and lay out the hidden work that happens before a big risk pays off. We argue that smart bets come from pre-framing reality, auditing your own fear, and validating with real-world tests instead of...
Christian Slupe: From The Ledgers To The Cellar, Lakeridge Winery
We sit down at Lakeridge Winery over a bold Napa Valley Cabernet and trace how a backyard vineyard experiment turns into one of Florida’s biggest wine operations. We talk candidly about leadership pressure, long-tenured teams, and the hard prob...
Brody Vinson: Business Is "My Pleasure," From Chick-fil-A To LOI's
We talk about why “fewer better deals” beats chasing every opportunity, especially as AI makes it easier to move fast without real alignment. We trace Brody's path from early entrepreneurship at home through a startup exit and into micro privat...