MGLS INSIGHTS

Updates and Insights from the team at Matthew Glick Legal Services.

Think smaller deals are easier? Think again.

One thing that surprises potential clients: the $500K deal can be more frustrating than the $15M one.

And counterintuitively, the larger deals in that range are often the more straightforward ones.

Yes, there's more complexity: working out the purchase price adjustment mechanics, negotiating reps and warranties, figuring out escrow and indemnification caps, sorting out how the sellers will be engaged post-close. But these are, well, normal deal issues. Everyone expects them. Everyone budgets for them.

The small deals, especially those under $1M, are a different animal. And the central reason is this: the economics force both sides into corners.

The buyer has real legal exposure but, often, a limited budget for addressing it. The purchase agreement is simpler, yes. But the due diligence checklist is not.

Whether you are buying a big business or a small one, before you close, you want answers to basic but critical questions, such as:

- Who actually owns this company?
- Is there a bank lien on the assets?
- Do you need the landlord’s consent to assign the lease or to change who owns the tenant business?
- Has anyone filed a lawsuit against the business (and, if yes, why, and for how much)?

And then there's the seller.

In a lot of these deals, the seller has no interest in retaining counsel. They don’t want the paperwork. That creates two serious problems.

First, if it's an asset deal, you want clear documentation that the transaction was properly authorized on the seller's side. Without it, you're exposed to someone surfacing a year or two later, claiming the deal was defective. A claim like that, even if it’s obviously weak, can make future financing or a subsequent sale of the business much harder to execute.

Second, sellers without lawyers often don't engage meaningfully with due diligence requests. When they don't check whether the lease requires landlord consent, or whether there's an outstanding lien (and then things turn out differently than represented), your recourse looks better on paper than it is in practice. A misrepresentation claim might get you back a portion of the purchase price, but the litigation costs eat into any potential recovery fast. And if you're buying from an individual who doesn't have substantial assets, there's a real risk that by the time you'd get a judgment, the sale proceeds are long gone.

None of this means small acquisitions aren't worth doing—they often are. But buyers need to go in clear-eyed: a deal being small doesn't make the legal risk small. It often just makes the risk harder to manage on the budget available.

If you're considering an acquisition in this range and want to think through the risk picture before you're in the middle of it, feel free to reach out or book a call.

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 Disclaimer: This article constitutes attorney advertising. Prior results do not guarantee a similar outcome. MGLS publishes this article for information purposes only. Nothing within is intended as legal advice.