What happens when you buy a business, do everything "right," and it still blows up in your face? Jed Morris knows. After 10 years in Air Force financial management and acquisition (rising to the Pentagon), an NYU Stern MBA, and software engineering work at Microsoft, Jed jumped into entrepreneurship through acquisition—and his first deal, a landscaping company, failed spectacularly. Instead of hiding it, he's interviewed 100 buyers who lived through the same thing, and the patterns he found will save you from making the same mistakes.
Jed brings a rare depth of knowledge to this space, and this was one of the most genuinely enjoyable conversations I've had on the show.
In this episode, Carson sits down with Jed (founder of Sunset Coastal Partners and Searcher School) to pull back the curtain on what nobody tells first-time buyers:
👉 Why roughly 60% of failed acquisitions involve direct seller fraud—and how to spot a shady owner before you sign
👉 The off-market search playbook: building lists, cold outreach at 10x the scale most searchers attempt, and why "off-market is just sales"
👉 Why bigger businesses are actually SAFER than small ones—and how the SBA 7(a) program's incredible leverage can become "an anvil around your neck"
👉 The truth about personal guarantees, insolvency, and why you need to call a bankruptcy attorney in YOUR state before you ever sign
👉 What an SBIC is and how government contractors raise capital without losing small-business set-asides
👉 Why the legal system won't save you (70% of civil judgments are never collected) and how purchase agreements are really just "legal insurance"
👉 How to actually run diligence—taking info at face value pre-LOI, then hunting red flags the first week after
👉 Carson's hybrid off-market approach: flyers, NDAs, and deadlines that make serious capital move
👉 Cutting through the fin-fluencer noise and why "buying a portfolio of small businesses to run passively is just stupid"
Whether you're a first-time searcher, an investor, or a commercial real estate pro curious about the world of business acquisitions, this is an honest, no-hype conversation about risk, integrity, and what it really takes to win.
Connect with Jed Morris: Find him on LinkedIn (send a DM—he replies personally) and join his free Searcher School community, with a paid coaching program available through the same platform. His book, Buyer Beware, is on the way.