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You are here: Home / Uncategorized / Should You Buy a Business Before Selling Your Own?

Should You Buy a Business Before Selling Your Own?

December 15, 2025 //  by Linda Rose

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Reading Time: 6 minutes

At least once a month, I get a call from a founder who sounds both excited and slightly nervous. It usually begins the same way:

“Hey Linda, I’m thinking about buying this small MSP or VAR before I sell my own company. Nothing huge. I just want to get the deal done now and then go to market in a few months. What do you think?”

If you’ve ever thought this way, you’re in good company. The idea is tempting. A quick acquisition feels strategic and bold, and on paper it looks like a smart way to boost your valuation. But here is the truth many founders don’t want to hear:

If you plan to sell your company anytime soon, a quick acquisition is almost always a value-destroying mistake.

I know that sounds blunt. But after years of selling companies, reviewing financials, and guiding founders through exits, I can tell you the “buy now, sell soon” idea rarely works the way people imagine.

Let’s talk about why.

The Founder Fantasy: Bigger Must Mean More Valuable, Right?

Founders love the idea that adding a little revenue or a few new customers will magically translate into a bigger exit. It feels like a shortcut; buy a small company today for a reasonable price, add its revenue to yours, and suddenly you walk into the market looking stronger.

But buyers don’t see it that way. They don’t reward last-minute revenue bumps. In fact, they are far more likely to discount them. When growth comes from a hastily-completed acquisition, buyers treat that increase exactly for what it is: unproven and unpredictable.

You don’t get a higher valuation for that. If anything, buyers start questioning whether your business is ready to go to market at all.

A Quick Acquisition Creates More Questions Than Answers

Buying another company shortly before selling eliminates the thing buyers rely on most: a track record. They want to see how a business performs over time. They want to understand retention patterns, seasonality, margin consistency, and the stability of your recurring revenue. Are your bill rates the same as theirs? Will customers leave because they are no longer getting the same hand-holding they did from the smaller company? Will the employees stay? Are you on completely separate RMM or billing systems? Only time works out those questions.

But when you have just acquired another business, no one really knows those answers.  Instead, you are presenting a company with no historical performance under the new structure. You’re asking buyers to underwrite a future they cannot validate through data.

That’s not how buyers operate. They underwrite risk, and a newly combined entity with no track record is full of it. Even worse, buyers immediately wonder how much work will be required to finish integrating the business after closing. If they believe they are inheriting a partially digested acquisition, they don’t reward you for it. They may actually discount it.

Integration Always Takes Longer Than Founders Expect

Founders often believe the acquisition they are contemplating will be easy. Maybe the business is small. Maybe the services overlap. Maybe the team is lean and friendly. But I have never seen an integration happen cleanly in a couple of months.

(Ok, actually, there was one where no employees were being acquired, the owner was staying in an advisory capacity for three months, and the bill rates weren’t changing for a year. That one actually worked, but didn’t really drop as much net income to the bottom line as anticipated.)

Real integrations involve aligning technology platforms, consolidating payroll and benefits, merging service agreements, harmonizing pricing, syncing processes, and navigating the human side of culture and communication. Even small mismatches in expectations can lead to customer churn or employee turnover, and both send a strong negative signal to buyers.

When you buy a company and try to sell yours shortly after, you are handing your buyer an unfinished project and asking them to pay a premium for it. That is not how deals get structured.

The Quality of Earnings Report Becomes a Mess

A Quality of Earnings report depends on clean, comparable financials. A rushed acquisition destroys that clarity. Instead of a predictable trend line, you end up with a mix of one-time costs, blended margins, temporary inefficiencies, and unexplained swings in revenue or expenses.

Buyers lose confidence quickly when they cannot follow the financial story. And when confidence drops, the purchase price usually follows.

Founder Bandwidth is Already Thin Going into an Exit

If you’re considering a sale, you are already working on cleaning up financials, tightening contracts, improving margins, reducing owner dependence, organizing documentation, and preparing for due diligence. Adding an acquisition on top of that stretches both you and your team far beyond what is healthy, at least for most of my sellers. Of course, if you have a strong management team, then you can wade past all of this. But most of the sellers who want to do a last-minute acquisition tend to be below $10M and lack a strong management team to pick up the slack.

For those smaller teams, buyers see the issues immediately. They notice stressed employees, inconsistent processes, incomplete integration work, and systems that don’t quite match. All of this signals operational risk, and operational risk never leads to a premium valuation.

A Quick Acquisition Can Often Lower Your Valuation

This is the part that surprises many founders. A rushed acquisition doesn’t just fail to increase your valuation; it often lowers it. The business becomes more complicated and less stable, which means buyers view it as riskier. Risky businesses do not command top multiples. They get “wait and see” pricing.

Margins can dip, because you cannot raise prices up to your normal levels. Costs can spike. Customers may behave differently than projected. And none of these issues have time to stabilize before you go to market.

Instead of looking larger and more impressive, your company may look chaotic. Buyers price chaos accordingly.

Are There Times When a Pre-Sale Acquisition Makes Sense?

Yes, there are! There are rare situations where buying a company before selling yours might be strategic. Perhaps the target is extremely small and easy to fold in (similar to my example earlier). Maybe you are acquiring specialized talent that fills a critical gap. Or maybe you have cash on hand, no need for debt, and at least 18 to 24 months before you plan to sell.

(Remember, when you sell, it will likely be a cash-free/debt-free transaction. So, you will need to pay off any debt – including potential earn-out amounts to the seller you just acquired – which will eat up any excess cash or require you to pay it out of your proceeds at close.)

In these situations, an acquisition can genuinely improve your long-term value. But those scenarios are the exception, and they require patience…not a quick flip.

If your plan is to buy now and sell soon (e.g., in less than 18 months), the odds that this acquisition will help you approach zero.

Better and Faster Ways to Boost Value Before You Sell

If your goal is to increase your valuation quickly, there are far more reliable strategies. Real value comes from strengthening your recurring revenue mix, cleaning up your financials, improving margins, renewing long-term customer contracts, reducing customer concentration, and elevating your leadership team so the business is not dependent on you. These improvements make your company more stable and predictable. They are far easier to execute than an acquisition, and they have a much clearer impact on value.

The Final Question I Ask Every Founder Considering a Quick Acquisition

Whenever a founder comes to me with the idea of buying a company just months before selling their own, I always ask them the same question:

“Are you buying this company to increase real value, or because you’re avoiding the harder work of preparing your own business for sale?”

Most founders know the answer the moment they hear it.

If you’re serious about maximizing your exit, the best thing you can do is focus on your own business. Make it clean. Make it strong. Make it predictable. A last-minute acquisition almost never does that. Instead, it introduces risk and complexity at the very point when you need stability and clarity.

Prepare your business well, and the right buyers will show up. No quick acquisition required.

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Category: UncategorizedTag: ISVs, M&A, mergers and acquisitions, MSPs, Pre-Sale Acquisition, Prepare to sell, Selling Your Business, Selling Your IT Services Company, tuck-in, VARs

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