25 June 2025200 min

The Truth About Buying a Business (Most People Won’t Tell You)

with Richard Parker, Diomo Corporation
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There’s a ton of hype out there about buying businesses. But most of it? It’s either way too simplified or completely disconnected from the reality mid-journey entrepreneurs face.

In this episode, I’m joined by Richard Parker, founder of Diomo Corporation, who’s been in the trenches helping people evaluate and buy good businesses at a great price. We unpack how to avoid the spaghetti traps (you’ll get that reference once you listen), what’s actually involved in finding and buying a great business, and how Richard’s “44411” approach cuts through all the noise.

If you’ve ever thought about buying a business—or if you’re mid-search and frustrated—this one will help you recalibrate fast.

Key Takeaways with Timestamps:

  • [13:02] Why Most Buyers Never Close a Deal – The hidden friction that kills 90% of acquisition dreams—and how to sidestep it.
  • [21:23] Why Experience ≠ Expertise – Just because you know the industry doesn’t mean you know how to run a business in it.
  • [25:04] The “44411” Method – Four months. Four categories. Four offers. One acquisition. A practical search strategy you can actually follow.
  • [29:42] The 5 Rules of Buying a Solid Business – Richard’s time-tested checklist for filtering out deals before due diligence.
  • [31:21] The Real Red Flags – It’s not what you think. And it’s not always in the numbers.

Richard Parker is the founder of Diomo Corporation and a leading authority on buying small businesses. With over 30 years of experience and 13 personal acquisitions under his belt, he’s helped more than 100,000 entrepreneurs in 80+ countries through his acclaimed program, How to Buy a Good Business at a Great Price.

Featured in outlets like Forbes and The New York Times, Richard is known for his practical, no-nonsense approach to valuation, negotiation, and due diligence—guiding buyers to make smart, confident decisions.

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Key Quote:

  • You’re buying the foundation and the platform of a good business. And if you’re the right person to run that business, the application of your expertise to that business can turn it into a great business.

Episode highlights:

  • Education comes first—always. Jumping straight into listings is a recipe for frustration and failure. Study the process, learn the steps, and model what’s worked for experienced buyers.
  • Expertise ≠ Experience. Just because you worked in healthcare doesn’t mean you should buy a healthcare business. Pinpoint your real, transferable skills and let those guide your search.
  • No such thing as “perfect.” Every business has flaws. The goal isn’t to find a unicorn but to find a “good business” you can make great.
  • Begin due diligence on day one. True diligence starts the moment you get interested. Waiting until you sign an LOI just invites late-stage disasters.
  • Meet sellers early and often. The only way to know what fits you is to talk to dozens of owners across categories. 
  • Build your own 5 rules. Create personal “non-negotiables” for any business you buy—things you will not compromise on, which save you time and frustration.
  • Buy good, not distressed. Look for businesses with healthy margins, customers, and systems. Pay a great price for a good business, and make it great.
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