At Scaled, we’re fortunate to have a founder who’s spent the last two decades building, scaling and exiting businesses from both sides of the table. Having sold his own agency before going on to work as an investor, Chair and Non-Executive Director, Simon Penson has seen first-hand what separates businesses that command premium valuations from those that leave value on the table. In this article, he shares the five hidden issues he sees most often – and why founders need to tackle them long before they start thinking about a sale.
I have sat on both sides of the exit table. I built and sold an agency group to IPG, a business that grew from 125 people at acquisition to more than 300 by the end of the earn out, and since then I have spent the best part of a decade inside other people’s businesses as an investor, NED and Chair. Across Haatch we have backed more than a hundred B2B companies, and through Scaled I spend most weeks looking at the guts of agencies, SaaS businesses and professional services firms that are somewhere on the journey towards a sale.
That vantage point has taught me something uncomfortable. Most founders believe their exit multiple is determined by their P&L. It is not. The P&L gets you into the conversation, but the multiple is decided by a handful of structural characteristics that most owners never think about until a buyer’s diligence team starts pulling at threads. By that point it is usually eighteen months too late to fix anything, and every weakness discovered in diligence converts directly into a price chip, a heavier earn out, or a deal that quietly dies.
What follows are the five value killers I see most often. None of them show up on a management accounts pack. All of them are fixable, provided you start early enough.
1. The business is you, and everyone can see it
This is the big one, and it is the hardest for founders to hear because it is usually dressed up as a strength. You win the pitches. You hold the key client relationships. You set the strategy, unblock the delivery problems and make the calls that matter. The business runs beautifully, and it runs beautifully because of you.
A buyer looks at exactly the same picture and sees risk. If the founder is the growth engine, the client glue and the decision maker, then the asset being purchased is not a business at all. It is a job with your name on it, and the buyer knows that the moment your earn out ends, or your motivation fades, the value walks out of the door with you. The response is predictable: a lower headline multiple, a longer and more punitive earn out, and deal structures designed to keep you chained to the desk for years after you thought you had sold.
The fix is a genuine second line of leadership, and I mean genuine. Not a management team on an org chart, but people who own client relationships you have never met, who make commercial decisions without your sign off, and who could stand in front of a buyer and credibly explain how the business wins work. When we sold to IPG, one of the strongest cards we held was that the acquirer could see a leadership bench that did not need me in every room. Building that bench took years, not months, which is precisely why this work has to start long before you ever speak to an advisor.
A useful test is brutally simple. Take three weeks off, completely off, and see what breaks. Whatever breaks is your development plan.
2. Client concentration that looks like loyalty but prices like risk
Founders love telling me about their anchor client. Seven years together, contract renewed four times, relationship rock solid. It feels like proof of quality, and in many ways it is. But when that client represents thirty or forty percent of revenue, a buyer does not see loyalty. They see a single point of failure that could vaporise a third of the business with ninety days notice, and they price accordingly.
The maths here is unforgiving. In my experience, once any single client passes roughly twenty percent of revenue, you will feel it in the multiple. Past thirty percent, some buyers will simply not engage, and those who do will carve that revenue out of the valuation entirely or defer payment against its retention. I have watched a deal lose more than a full turn of EBITDA on this issue alone, on a business that was otherwise performing well.
The fix is a deliberate diversification strategy, and the operative word is deliberate. Most concentrated businesses got that way because the anchor client kept buying and it was easier to service that demand than to build a proper new business engine. Breaking the pattern means setting a hard ceiling on what any one client can represent, resourcing growth into new logos even when it feels commercially inefficient in the short term, and being honest that this takes two to three years of consistent effort. If your anchor relationship is genuinely strong, it will survive you paying it slightly less attention. If it would not survive that, you have just discovered how fragile your business really is.
3. Revenue that has to be re-earned every January
There is a world of difference between a business that starts each year at zero and one that starts each year at seventy percent of target, and buyers will pay dramatically different multiples for each. Project-based revenue, however profitable, is treated as speculative. Contracted and recurring revenue is treated as an asset. The same million pounds of income can be worth twice as much in one form as the other.
Agencies are the classic offenders here, but I see it in consultancies and even in supposedly recurring SaaS businesses where contracts are monthly rolling and churn is quietly high. The question a buyer is really asking is this: if I bought this business tomorrow and changed nothing, how much of next year’s revenue is already secured? If the honest answer is not much, your multiple reflects it.
The fix is to systematically re-engineer your commercial model towards commitment. Move project clients onto retainers. Move monthly retainers onto annual agreements. Build productised, subscription-style services around your core expertise. Introduce multi-year terms with sensible break clauses rather than none at all. None of this is glamorous work, and your sales team will resist it because commitment is harder to sell than flexibility, but every percentage point of revenue you convert from re-earned to contracted moves your valuation in the right direction. I would rather see a business at £4m revenue with seventy percent contracted than one at £6m starting every year from a standing start, and so would every buyer I know.
4. Growth that arrives by accident rather than by machine
Ask a founder where their new business comes from and the most common answer, delivered with a degree of pride, is referrals and reputation. It sounds wonderful. It is also, from a buyer’s perspective, a confession that the business has no repeatable growth engine, because referrals are an output of past work rather than a system anyone controls, and they usually route through the founder personally, which compounds the first problem on this list.
A buyer paying a growth multiple wants to see the machinery of growth: a defined ICP, a working demand generation function, a pipeline with known conversion rates at each stage, a sales process that ordinary mortals can run, and a cost of acquisition that makes the unit economics legible. When that machinery exists, growth becomes a lever the buyer can pull harder after completion, and they will pay for that optionality. When it does not, all your historical growth gets discounted as luck and founder charisma, neither of which they can purchase.
The fix is to build the engine while you still have the luxury of time. Instrument your pipeline properly so you actually know your conversion rates rather than guessing them. Develop at least one demand channel that generates qualified opportunities without your personal involvement. Document the sales process and prove that someone other than you can close through it. This is a large part of what we do at Scaled, and the pattern I see repeatedly is that businesses which invest in this eighteen to twenty-four months before a process not only command better multiples but have far stronger negotiating positions, because they are growing into the deal rather than limping towards it.
5. Numbers that fall apart under a torch
The final killer is the least discussed and the most avoidable. Diligence is fundamentally an exercise in trust erosion. The buyer’s team arrives believing your numbers, and their job is to find reasons to believe them less. Every inconsistency they find, however small, does two kinds of damage: the direct financial adjustment, and the far more expensive reputational one, because once they have caught your numbers being wrong once, they stop trusting everything else you have told them.
The common offences are depressingly consistent. Revenue recognised in ways an accountant would wince at. Gross margin that cannot be reconciled at client level. A tangle of owner addbacks, some legitimate and some heroic, presented without evidence. Intercompany loans and director arrangements nobody has documented. Contracts that were never counter-signed, or that contain change of control clauses nobody has read. Each one is a thread, and diligence teams are paid to pull threads.
The fix is to run diligence on yourself a year or more before anyone else does. Get your revenue recognition onto a defensible policy. Build client-level profitability reporting and make sure it reconciles to the statutory accounts. Prepare a clean, evidenced schedule of addbacks and be conservative, because one indefensible addback poisons the credible ones. Get every material contract signed, filed and reviewed for change of control provisions. It is unfashionable work and nobody starts a business dreaming about it, but I have seen well-prepared businesses sail through diligence with their price intact while better businesses with messier hygiene got ground down chip by chip over a four month process.
The thread that connects all five
You will have noticed the pattern. Every one of these value killers is invisible in the monthly numbers and every one of them takes years, not months, to fix. That is exactly why they destroy so much value: founders start thinking about them when they start thinking about selling, and by then the die is largely cast.
The businesses that exit well are the ones that made themselves sellable long before they were for sale. They built leadership that made the founder optional, spread their revenue across clients and contracted as much of it as possible, constructed a growth engine that ran without heroics, and kept their numbers clean enough to survive any level of scrutiny. None of that happened by accident, and none of it happened in the final year.
If you are two or more years out from a potential exit, you have time to fix all five. If you are twelve months out, you have time to fix perhaps two, and to prepare honest answers on the rest. Either way, the worst option is the most common one, which is to do nothing and let a buyer’s diligence team discover your weaknesses for you, one price chip at a time.
If you want an honest, operator-led view of where your business sits against these five, that is precisely the work we do at Scaled. It is a far cheaper conversation to have now than across a negotiating table.
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