Lessons from from Failed Business Buyer and My Failed Rollup

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Summary

Jon Stoddard sits down with Jed Morris—a veteran who swapped the military for business ownership. He thought buying a business would be his golden ticket. Instead? A crash course in what not to do.

Jed dives into his journey through ETA (Entrepreneurship Through Acquisition), finding and acquiring a landscaping business, and the hard truth: just because a business looks “boring” doesn’t mean it’s easy.

He learned the hard way about seller relationships, cash flow crunches, and the real risks of business ownership. Turns out, running a business isn’t just about numbers—it’s about people, trust, and knowing what you’re really getting into before you sign on the dotted line.

From bankruptcy to bouncing back, Jed shares why patience, due diligence, and having the right mentors make all the difference. If you think buying a business is a fast track to wealth, think again. This is a masterclass in what happens when things don’t go as planned—and how to come out stronger on the other side.