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:
"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
On Purpose with Jay Shetty
I’m Jay Shetty host of On Purpose the worlds #1 Mental Health podcast and I’m so grateful you found us. I started this podcast 5 years ago to invite you into conversations and workshops that are designed to help make you happier, healthier and more healed. I believe that when you (yes you) feel seen, heard and understood you’re able to deal with relationship struggles, work challenges and life’s ups and downs with more ease and grace. I interview experts, celebrities, thought leaders and athletes so that we can grow our mindset, build better habits and uncover a side of them we’ve never seen before. New episodes every Monday and Friday. Your support means the world to me and I don’t take it for granted — click the follow button and leave a review to help us spread the love with On Purpose. I can’t wait for you to listen to your first or 500th episode!
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If you've ever wanted to know about champagne, satanism, the Stonewall Uprising, chaos theory, LSD, El Nino, true crime and Rosa Parks, then look no further. Josh and Chuck have you covered.
The Joe Rogan Experience
The official podcast of comedian Joe Rogan.