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August 26, 2025 42 mins

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When real estate deals dried up, we didn’t panic—we pivoted. This episode breaks down the gutsy acquisition of a hotshot trucking company, from the 26,000-pound loophole that makes it CDL-friendly to the seller financing play that made the deal work.


📌 Key Topics:


✅ Why buying an
existing trucking company beats starting from scratch (hint: brokers blacklist newbies)
✅ How military skills translate to scaling a blue-collar business
✅ The 55-gallon fuel tank hack that added $400/week to the bottom line
✅ "Fire yourself in 6 months"—the scaling framework we’re using to go from 1 truck to 100
✅ When to pivot vs. when you’re just chasing shiny objects
We also get raw about:

  • Why we’d rather work at Walmart than grind a dying real estate niche
  • How a men’s ministry group called out our ambition blind spots
  • The real cost of waiting for the "perfect" deal

"Opportunity cost isn’t just money—it’s the life you could’ve built."
Listen now, then ask yourself:
What’s your pivot waiting in the wings?

Chapters: 

00:00 Tanner's First Business Acquisition

02:56 Understanding Hotshot Trucking

05:59 Navigating the Deal Process

08:49 Due Diligence and Valuation

11:46 Operational Insights and Efficiency

15:04 Insurance and Risk Management

18:14 Finalizing the Deal

21:03 Ethics in Negotiation

24:27 Understanding Due Diligence in Real Estate

25:53 Scaling Business Operations Effectively

30:08 Financing Strategies for Business Acquisition

32:34 Embracing Failure as a Learning Tool

34:29 The Importance of Starting Small

37:50 Navigating the Balance Between Ambition and Reality

40:46 Leveraging Existing Skills for New Opportunities

46:00 Finding the Right Balance in Income Streams



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