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What Leaders Miss Before the Deal Closes

Jul 07, 2026

Why most acquisitions underdeliver, and what the ones that work do differently 

By Kayla Monroe

When I sit down with a leader who is thinking about acquiring another business, one of the first things I bring up is how often these deals do not work out.

Most of the research puts the number somewhere between 70 and 75 percent. That comes from a study of 40,000 deals over four decades, and what it is measuring is deals that closed and never delivered what everyone was counting on. It's not that the deals themselves completely fell apart.  They went through, and then quietly failed to become what they were supposed to be.

I do not bring it up to scare anyone. I bring it up because of what that number is actually telling you.

What the Number Actually Means

Most people hear a statistic like that and assume acquisitions are just risky by nature, that failure is part of the cost of doing them. I have never read it that way. When I look at the deals that fell apart next to the ones that worked, they usually look almost the same on paper. The logic made sense in both. The diligence on the numbers was solid in both. The financial case is rarely where things actually went wrong.

What that number is really pointing at is the part that keeps getting skipped, and after enough of these, you start to see it is almost always the same part.

The Question Underneath the Deal

By the time a leader is serious about an acquisition, they are usually confident in the financial side. They have worked it hard, run the models, stress-tested it, made the case to whoever needed convincing. Where they tend to be far less certain, and it is often something they have not said out loud, is whether the organization they are buying and the one they already have can actually come together and produce what the deal assumes they will.

That question almost never gets the same attention as the numbers. And it is the one this whole failure rate is really about.

What the Ones Who Get It Right Do Differently

I have been in the rooms where this went well. Not looking at failed deals from the outside afterward, but sitting inside the ones that worked while they were happening. And the pattern is pretty consistent.

The right people were at the table early, from the front end of the deal, not pulled in afterward to sort out the mess. Leadership, structure, and culture got looked at as seriously as the financials did during diligence. The plan for bringing the two organizations together was real and built ahead of time, not thrown together in the chaos of the first few months. And the attention did not stop at ninety days, because putting two companies together is not something that wraps up in a quarter.

The organization was also genuinely made ready for what was coming, not just told it was happening. People understood what was changing, why, and what it meant for their own work. When that part gets missed, the best people from the company you just bought start weighing whether they want to stick around, usually well before anyone realizes they are already halfway out the door.

And in an acquisition, the people you most needed to keep are often the very thing you were paying for.

The Difference, Stated Plainly

In every acquisition I have watched actually work, the organizational and people side was treated with the same rigor as the financial and deal side.

That is the whole difference. It was not sharper financial logic or a cleaner model. It was that these leaders refused to treat the organizational side as the soft, secondary part of the transaction.

The deals that beat the odds are not the ones with better financial logic. They are the ones where the organizational and people side was never treated as the soft part of the deal.

You can be completely right about why a deal makes sense and still watch it underdeliver, because the thesis is not what produces the result. The combined organization is. Whether the value you were counting on actually shows up, and whether the two companies become something neither one could have been alone, comes down to how deliberately you build that combined organization once everyone is in the same house.

That is the part leaders underestimate. It is also where the ones who get it right set themselves apart, not by dodging some statistic, but by actually building the organization the deal was supposed to create in the first place.

Until next time,

Kayla

P.S. If you are weighing an acquisition, or already in the thick of integrating one, the organizational side deserves as much of your attention as the deal itself. Reach out and I will tell you what I look for: [email protected].

 

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