Acquiring Minds cover image

Acquiring Minds

Lessons from 24 Acquisition Nightmares

Mar 20, 2025
Jed Morris, a former Air Force veteran and tech professional, shares his journey from military service to business acquisition and the lessons learned from his failed ventures. He discusses the pitfalls of misjudging employee dynamics and insurance costs after purchasing landscaping businesses. He highlights the importance of transparency and due diligence in acquisitions while addressing the emotional struggles of transitioning from a secure job to ownership. Jed also provides insights into the ‘little black swans’—unexpected challenges that can derail even the best-laid plans.
01:57:05

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Podcast summary created with Snipd AI

Quick takeaways

  • Jed Morris's internship at the landscaping business he aimed to acquire allowed him to deeply understand operations and mitigate risks.
  • The quick pivot to a roll-up strategy illustrated how relationships within the industry can create unexpected acquisition opportunities.

Deep dives

Internship Before Acquisition

Jed Morris took a distinctive approach by interning at the landscaping business he planned to acquire, spending six months to gain in-depth knowledge of its operations. This internship allowed him to understand the day-to-day workings, which he believed significantly de-risked his acquisition. By directly engaging with the company, he was able to see both strengths and weaknesses, which informed his decision-making process moving forward. Such an internship experience, while uncommon, exemplifies a proactive strategy that many first-time buyers might find valuable in mitigating risks associated with ownership.

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