Value & Exit
What due diligence really tests
Ric Wilson ·
Diligence isn't paperwork. It's a trust test
On the surface, due diligence looks like a document request. A long list, a data room, endless questions from lawyers and accountants you've never met.
Underneath, it's one thing. The buyer is testing whether the business is really what you told them it was. Every claim you made to get the offer now gets checked. The revenue, the margins, the contracts, the story about how it all runs without you. All of it gets pulled apart to see if it holds.
Most deals die here, in diligence, not on price, when what the buyer finds doesn't match what the buyer was sold. Understand that and you'll prepare for the right thing.
"Diligence is where the story you told meets the evidence you kept."
It tests whether your numbers are real
First and hardest, they test the money.
They'll take your headline profit and pick it apart. Is that profit sustainable, or was last year a one-off? Are there costs the business will have to carry that aren't showing up? Are you paying yourself in ways that flatter the numbers? They rebuild your earnings from the ground up to find the real, repeatable figure. That figure is what they pay a multiple on, not the one you put in the pitch.
This is where clean data earns its keep. If your systems, your management accounts and your statutory accounts all tell the same story, the process is quick and your number holds. If they tell three different stories, the buyer assumes the worst version is the true one, and prices to that. Messy data slows diligence, and worse, it costs you real money at the exact moment you can't afford it.
It tests how much the business depends on you
Buyers use diligence to work out what actually walks out the door when you do.
They'll look at who owns the key customer relationships. Is it the business, or is it you personally, over years of lunches and favours? They'll look at who makes the important decisions, who holds the technical knowledge, who the team turns to when something breaks. If the honest answer to most of that is "the founder", they've found their risk.
They won't always say it out loud. It comes out as a lower offer, a bigger earn-out, or a demand that you stay locked in for years. All three are the buyer pricing the risk that the business can't run without you. You can't bluff your way past this in diligence. Either the business runs without you or it visibly doesn't, and it shows within days.
It tests whether the boring things are clean
A huge amount of diligence is just checking that the housekeeping is in order. Dull, and deadly if it isn't.
- Are your key contracts signed, current, and actually enforceable?
- Do your customer and supplier agreements say what you think they say?
- Is anything owned by you personally that the business relies on to trade?
- Are there loose ends in property, tax, employment or licences waiting to trip the deal?
None of this wins you a higher price. But any one of them, left messy, hands the buyer a reason to chip the number down or walk away. A skilled buyer turns every problem they find into a discount. Every surprise is ammunition. Your job before diligence is to leave them no ammunition.
It tests whether you kept your word
Here's the quiet one that matters most. Diligence tests your credibility.
When the things you claimed check out, trust goes up, and a trusting buyer is a generous buyer. When the buyer catches a gap between what you said and what's true, even a small one, something shifts. They stop taking your word for anything. Now they re-examine everything, assume the worst, and the whole deal turns cold and expensive.
You don't recover easily from that. So the golden rule is simple. Don't oversell going in. Claim only what you can prove, because every claim gets tested. It's far better to under-promise and have diligence confirm you're solid than to dazzle them upfront and get caught short.
Win diligence before it starts
The owners who sail through diligence got ready, long before the buyer showed up.
They cleaned the data so there's one version of the truth. They took themselves out of the critical path so the business proves its own independence. They tidied the contracts and the housekeeping while there was no pressure. By the time a buyer's team arrives, there's nothing to find, because it was all sorted years ago.
That's the whole point of getting investable early. Diligence stops being a threat and becomes a formality. The deal you agreed is the deal you close.
If you want to know what a buyer's team will find before they come looking, a strategy call runs the same checks in advance and shows you what to fix. Book one and we'll pressure-test it together.