#13 - The 1914 Productivity Rule Every Entrepreneur Needs
Send us Fan Mail A forgotten idea from 1914 completely reshaped how I handle work, focus and momentum. It came from a farmer who carried a pocket notebook and wrote down jobs that could wait for “rainy days” so he could protect the clear hours that actually produced results. That one principle helped me rethink how I approach sales, business development, admin work and even the way I manage my attention day to day. In this episode, I break down how that old farming principle applies to entr...
21 Jul 2026
#11 - Why You Should Talk To Strangers, From Someone That Talks To Strangers For A Living
Send us Fan Mail 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 without saying much. Then, three years ago, a stylist told me she wasn’t comfortable doing the fade I wanted and moved me into someone else’s chair. I didn’t know it at the time, but the stranger standing behind that chair would eventually become one of my best friends. In this episode, I talked to one of my b...
21 Jul 2026
#12 - Is It Time To Push Or Pivot?
Send us Fan Mail 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 creating a monster for a painted shield. From the outside, the process looked strange, messy and impossible to understand. But Leonardo could already see how the pieces were supposed to come together. In this episode, I break down what that stor...
29 May 2026
Chance Sweat: The Bet Before The Bet
Send us Fan Mail 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 vibes. • shifting the show format and introducing “the bet before the bet” • Justin Maxwell’s COVID SPY decision and why it was a framework, not a guess • how compound experience creates conviction under pressure &...
22 May 2026
Christian Slupe: From The Ledgers To The Cellar, Lakeridge Winery
Send us Fan Mail 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 problem of keeping wine consistent while customers keep changing. • the family history from Tallahassee to Clermont and the launch of San Sebastian • what it takes to run production, retail, wholesale, and vineyards as separate depa...
15 May 2026
Brody Vinson: Business Is "My Pleasure," From Chick-fil-A To LOI's
Send us Fan Mail 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 private equity, with practical lessons on buying businesses, building trust, and planning for the day after the wire hits. • Building a personal brand through long-term relationships and shared values • Using “fewer better deal...
8 May 2026
Bobby Davidowitz: Building Wealth Beyond Money, From Bag Boy to CEO
Send us Fan Mail Today we talk with a new friend, Bobby Davidowitz. Who started his career as a Publix Bag Boy, but pivoted to Real Estate in the early 2000's. Navigated the great financial crisis and is currently building the first of its kind, Culture Center. We talk through how a real estate brokerage wins on culture, not control, and why influence is the only thing you truly own as a leader. We trace the winding path from early jobs and career panic to mortgage lending, real estate invest...
1 May 2026
Justin Maxwell: From Ditches To Riches
Send us Fan Mail We sit down with Justin to trace the long road from sweaty manual labor to building a life where he does not depend on anyone else to sign his paycheck. Along the way we talk about big bets, bad bets, and the mindset shifts that turn money into time, options, and freedom. • cutting grass and digging ditches as early motivation to level up • hitting the Calculus Two brick wall and pivoting into a business degree • first trades that hooked him and losses that...
24 Apr 2026
Jorge Sevilla: When The FBI Said No And The Bar Said Yes
Send us Fan Mail One medical test can erase a “sure thing” career plan. Jorge thought he was on track for federal law enforcement until a color vision deficiency ended the process overnight, forcing a hard reset and a new question: now what? Jorge walks us through the pivot from criminal justice to the LSAT, law school, and early work that blended immigration law with the real mechanics of business building. We also talk entrepreneurship, because earning a JD is not the same as learni...
17 Apr 2026
Shaun Thornton - Shackleton, Steel, and Proof of Funds
Send us Fan Mail Today we talk to a mentor of mine, amazing business broker, and Shackleton enthusiast, Shaun Thornton - Business Broker with FitzGibbon Alexander Inc. Shackleton’s ship gets crushed by Antarctic ice, his crew ends up stranded, and the only path to survival is a tiny boat crossing through some of the worst water on earth. That sounds like pure history, but we keep circling back to why the Endurance story still matters: real leadership is knowing what matters, staying calm wh...
10 Apr 2026
Keenan Crowley - Therapy As A Business
Send us Fan Mail A lot of people think therapy is just great conversations in a calm room. The truth is, being a counselor is also running a business, carrying other people’s pain with care, and then walking back into family life like you didn’t just spend all day inside trauma stories. That’s why I wanted to sit down with Keenan Crowley, a Central Florida Registered Mental Health Counseling Intern building a practice that prioritizes freedom, authenticity, and ethical work. We talk th...
3 Apr 2026
John King: From Music Startups To EOS Leadership Coaching
Send us Fan Mail This week we sit down with John King, an EOS implementer and business coach, to unpack how he learned to spot misalignment early and help leadership teams get back in rhythm without blowing up the culture. His story moves from band leader to a venture-backed music tech startup, through a decade in ministry, and into building a coaching practice for second-stage companies that need real structure and traction. We get concrete about the hard moment every founder hits: de...
27 Mar 2026
H&H Products - The production of a culture
Send us Fan Mail Jimmy Hartley's grandfather Len started H&H Products Company in 1964 with a $200 loan co-signed by his father, mixing syrup at home while his wife Betty Jean taught school during the day and bottled products at night. Sixty years later, H&H manufactures over 3 million gallons of beverages and syrups annually out of Orlando, FL, supplying theme parks, restaurant chains, cruise lines, hospitals, and convenience stores across 22 states and 12 countries. Now Jimmy, the th...
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