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Sellers Are The Underdogs

  • Writer:  Peter Flippen
    Peter Flippen
  • Aug 30, 2022
  • 2 min read

Updated: Feb 25


There's something universal about rooting for the underdog. It's hard to articulate exactly why — maybe it's the audacity of someone who refuses to accept the odds stacked against them. Maybe it's because most of us have our own story of outworking a circumstance we were never supposed to beat. Or maybe we just enjoy watching the overconfident stumble. Whatever the reason, the underdog has a way of pulling at something deep in us.


We see it most clearly in sports, but the dynamic plays out in business just as often — and rarely more starkly than in the sale of a privately-owned company.


This is exactly why IEI Advisors exclusively represents sellers. Because in M&A, the buyer is almost never the underdog. They arrive at the table with capital, legal teams, experienced deal professionals, and — critically — dozens of prior transactions under their belt. In today's HVAC acquisition market, it's common for strategic buyers and private equity-backed platforms to have completed 30, 50, even 100 or more deals. They have seen every structure, every negotiating tactic, every clause buried in a purchase agreement. They know exactly what they're doing.


The seller, on the other hand, is typically doing this for the first and only time in their life.

Think about how proficiency works in any discipline. Whether you're shooting free throws, remodeling a kitchen, or commissioning a commercial HVAC system, repetitions are everything. The more times you've done something, the sharper your instincts become — and the better you understand what can go wrong. Now imagine going up against someone with a hundred repetitions on their side when you only have one. That gap is enormous, and it shows up in real, measurable ways: in the price you accept, the terms you agree to, and the protections you unknowingly waive.


Most HVAC business owners are exceptional operators. They've spent decades building something valuable — a loyal customer base, a trusted team, a reputation in their market. But knowing how to run a great HVAC business and knowing how to sell one are entirely different skills. The danger isn't that sellers make obvious mistakes — it's that they don't know what they don't know. And sophisticated buyers are counting on exactly that.


A good advisor doesn't just negotiate on your behalf. They level the playing field. They help you understand what your business is actually worth, who the right buyers are, and what concessions matter versus which ones are noise. They've done the repetitions so you don't have to learn at your own expense.


Underdogs don't always win. But with the right preparation and the right people in your corner, the odds shift considerably.

 
 
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