Buying a business isn’t like buying a car, where you kick the tires, haggle a little, and drive off the lot. This is one of the biggest financial decisions you’ll ever make, and the way you negotiate can literally mean the difference between a dream acquisition and a financial nightmare.
You wouldn’t take an exam without studying (unless you’re one of those people who “wing it” and somehow still get an A — we don’t like you). The same goes for buying a business.
Know the financials inside and out.
Study industry multiples.
Understand the seller’s “why” (retirement, health, burnout, or maybe they want to buy a food truck and live in Costa Rica — hey, no judgment).
Most importantly: hone in on the true Seller’s Discretionary Earnings (SDE) and the multiple you’re paying. This is your baseline.
Let’s say you’re paying 2.7x SDE for a business. If due diligence reveals a $33,000 decrease in SDE, your new baseline says the deal should be reduced by 2.7 x $33,000 = $89,100.
This isn’t you being mean. This is math. And math doesn’t lie (though it has been known to ruin childhoods).
Here’s the thing: sellers aren’t just selling numbers on a spreadsheet. They’re selling their baby. And no one likes a buyer who acts like they’re just here for the discount aisle.
Show genuine respect for their business and their legacy. Compliment what they’ve built. Listen more than you talk. If they like you, they’re more likely to bend in negotiations. Think of it as the “grandparent effect” — you ask nicely, and suddenly you’re leaving with more cookies than you asked for.
Seller financing
Earn-outs
Consulting agreements
For example, maybe the seller won’t budge on $1 million, but they’re willing to finance 20% at a low interest rate. That’s a win. Think chess, not checkers.
Patience is a weapon. If you look too eager, you’ll lose leverage. If you drag things out forever, you’ll lose the seller’s patience. Strike a balance.
Use deadlines strategically — like a Letter of Intent (LOI) that expires. It creates urgency without you saying, “Hurry up!” in all caps.
Contingencies aren’t “nice-to-have” items — they’re your seatbelt in the deal. But if you load the contract with too many, you’ll look like a nervous buyer and weaken your position.
Key contingencies:
Financing
Lease approval
Due diligence
And here’s where that SDE baseline comes back into play. If due diligence changes the earnings picture, you have a clear, data-driven reason to renegotiate. No drama, no games — just numbers.
Deal fever is real. Buyers get so emotionally attached that they’ll ignore red flags and overpay just to “get it done.” Don’t do that.
Remember: there are always other businesses. Be willing to walk away if the deal doesn’t make sense. Walking away today might save you years of headaches tomorrow.
(Also, nothing freaks out a seller more than a confident buyer casually saying, “Yeah, I’m fine walking.” Suddenly, they’re the one sweetening the pot.)
Brokers, attorneys, CPAs — this is your deal squad. Don’t go in solo.
Brokers can help you frame offers so sellers stay engaged.
Attorneys protect you from the legal landmines.
CPAs make sure the numbers tell the truth.
Think of them as your Avengers. Except instead of saving the world, they’re saving you from bad deals.
Negotiating a business purchase isn’t about trickery — it’s about preparation, strategy, and knowing when to push (and when to smile and nod). Buyers who negotiate well set themselves up for better terms, smoother closings, and ultimately a stronger future with their new business.
So do your homework, respect the seller, focus on terms, and keep that SDE multiple in your back pocket like it’s your favorite Uno card.
Invitations to select workshops and events, including the Million Dollar Acquisition Series.
Community updates and buyer-focused insights from our team.
Full access to our Buyer’s Resource Library (worksheets, LOI templates, due diligence checklists).
Exclusive early access to new deal flow.
Advanced training modules and acquisition strategies.
Priority invitations to private workshops and networking.
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