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The Subjective Nature of Value: Stories Buyers Tell Themselves | An M&A Masterclass | Private Equity

Written by Paul Giannamore

The Subjective Nature of Value: Stories Buyers Tell Themselves | An M&A Masterclass | Private Equity

Why Your Business Doesn’t Have One Value — And Why That Changes Everything About Selling

Most business owners assume their company has a going rate — a number the market has more or less agreed on. Investment banker Paul Giannamore has spent over 20 years negotiating M&A deals, and he says that assumption is one of the most expensive mistakes a seller can make. Giannamore breaks down why business valuation is inherently subjective, how to think about the spectrum of value, and why running a full competitive process almost always produces a higher sale price than going direct to the obvious buyer.

Valuation Is a Story, Not a Number

Giannamore opens with a story from 1999: Starbelly.com, a promotional products website doing $800,000 in annual revenue with a $5 million burn rate, sold for $240 million. The acquirer, HA-LO Industries, went bankrupt. The two sellers became billionaires and went on to co-found Groupon.

The lesson isn’t that the deal was crazy — it’s that HA-LO told itself a specific story about risk and disruption, and that story produced a number no one else on earth would have paid. As Giannamore puts it: “Valuation is storytelling. It’s a story buyers tell themselves about risk, about cash flow, and about the future.”

Every buyer in a process is doing this independently. Each one has a different read on what your business is worth to them, what synergies they can create, and how much competitive pressure they feel to act. That’s why the question “what is my business worth?” should always be followed by: to whom?

The Valuation Spectrum: From Liquidation to Strategic Value

Rather than a single number, Giannamore encourages business owners to think in terms of a range. At one end is liquidation value — what you’d get in a bankruptcy scenario. At the other is strategic or investment value — the highest price a motivated, synergy-driven buyer would pay in a full competitive process. Somewhere in between sits fair market value, a hypothetical construct where neither buyer nor seller is under any compulsion to transact.

For sellers, fair market value is essentially the floor. It represents what a purely financial buyer would pay for the intrinsic cash flows of the business. Strategic value — where synergies, competitive pressure, and narrative come together — is where the real upside lives. The goal of a well-run sell-side process is to push the final price as close to the top of that strategic range as possible.

Price vs. Wealth: A Distinction Most Owners Miss

One of the more counterintuitive points in the masterclass is the difference between the price of a business and the actual wealth it represents. If a business might sell for $150 million, that figure is not the owner’s wealth — it’s a market opinion about what a stream of future cash flows is worth today.

Valuation multiples fluctuate with consolidation cycles. During a hot roll-up period, EBITDA multiples that sat at five times for decades can shoot to fifteen times — and then fall back again. The underlying cash flow of the business hasn’t changed. What’s changed is how the market is pricing it. Owners who understand this distinction make better capital allocation decisions and are better positioned to recognize when consolidation timing favors a sale.

Why You Can’t Predict Which Buyer Will Win

Giannamore is candid about a truth that surprises most of his clients: even after decades of doing this, he is frequently wrong about which acquirer will make the highest offer. So are the sellers themselves.

In a 2019 deal, his client was convinced the obvious acquirer — a publicly traded strategic with clear synergies — was the right target. Giannamore pushed for a full process. The winning bid came from a third company the client had largely dismissed. It turned out that acquirer was managing pressure around its upcoming financial results and needed to close a deal before quarter end. None of that was visible from the outside.

The moral: you never fully know the internal story a buyer is telling themselves. You don’t know which CEO is planning to retire and wants one last landmark deal. You don’t know which CFO is quietly worried about next year’s numbers. The only way to surface those motivations is to run a process that forces all the likely buyers to show their hand.

The Competitive Process: How Sellers Extract Value

When a buyer acquires a business, they are often the ones creating the incremental value — through cost cuts, cross-selling, technology deployment, or market consolidation. A natural instinct for buyers is to pay only fair market value and keep the created value themselves. The competitive process is the mechanism that forces them to share it with the seller.

Giannamore illustrates this with a clean example: a $50 million business where the right acquirer can create $20 million in additional value. In theory, the business is worth $70 million to that buyer. In practice, whether the seller captures $50 million or $68 million of that depends almost entirely on whether there’s a credible competing bidder waiting in the wings. Without competition, buyers have little reason to move toward the top of their range. With it, they often have to.

Key Takeaways for Business Owners

Giannamore closes with three principles worth anchoring to as you think about a future sale. First, your business doesn’t have one value — it has a range, and that range is wider than most owners expect. Second, the current market price of your business is not your wealth; your wealth is the cash flow the business generates, and prices fluctuate with cycles that have nothing to do with your performance. Third, never go direct to a single buyer without running a full process. The buyer you think will pay the most often isn’t the one who does — and the only way to find out is to ask everyone.

For owners thinking about a sale in the next two to five years, Giannamore recommends starting the conversation with an advisor well in advance. The preliminary valuation work — establishing a fair market value baseline and mapping the strategic value range — also produces a roadmap of operational improvements that can meaningfully shift the outcome before a process even begins.

Frequently Asked Questions

What does it mean that business valuation is subjective?

Business valuation is subjective because every potential buyer assigns a different value to the same company based on their own assessment of risk, future cash flow, and the synergies they could create from an acquisition. There is no single objective price for a business. A financial buyer focused purely on cash flows will arrive at a very different number than a strategic acquirer who can cut costs, cross-sell products, or use the target’s technology to grow revenue. The same business can simultaneously be worth very little to one buyer and an extraordinary amount to another, depending entirely on the story each buyer tells themselves about what the acquisition means for their business.

What is the difference between fair market value and strategic value?

Fair market value is a hypothetical construct representing what a business would sell for if neither the buyer nor the seller were under any pressure to transact and no synergies were involved — essentially the intrinsic value of the business’s cash flows to a purely financial buyer. Strategic value, sometimes called investment value, is the higher end of the valuation spectrum and reflects what a motivated strategic acquirer would pay when they can create additional value through cost savings, revenue enhancements, technology leverage, or competitive defense. In a well-run sell-side process, the goal is to push the final sale price toward the top of the strategic value range rather than settling near fair market value.

What is the difference between the price of a business and the owner’s actual wealth?

The price of a business is simply the market’s opinion today of what its future stream of cash flows is worth. That opinion fluctuates constantly with consolidation cycles, capital market conditions, and buyer demand — none of which are directly tied to how the business actually performs. A business owner’s real wealth is the ongoing cash flow the business generates, not the current market price placed on it. During a consolidation boom, EBITDA multiples may double or triple, making the business appear far more valuable on paper. But when that cycle ends and multiples revert, the underlying cash flow may be unchanged while the quoted price has fallen sharply. Understanding this distinction helps owners make smarter decisions about when to sell and how to allocate capital.

Why should business owners run a full competitive sale process instead of going directly to one buyer?

Going directly to a single buyer — even one that seems like the obvious best fit — almost always leaves money on the table. The core reason is that sellers can never fully know what is happening inside a prospective buyer’s organization: whether a CEO is under pressure to close a deal before quarter end, whether a CFO is worried about next year’s financial results, or whether an acquisition is suddenly more defensive than it appeared. These internal dynamics can cause a buyer to pay significantly more than they otherwise would — but only if they are actually in the process. A competitive process also creates the pressure that forces buyers to move toward the top of their willingness-to-pay range. Without competition, buyers have every incentive to offer fair market value and keep the value creation for themselves.

How do consolidation cycles affect business sale prices?

Consolidation cycles have a dramatic effect on the multiples buyers are willing to pay. In a quiet market, companies in a given industry might sell for three to five times EBITDA. When private equity or large strategic acquirers begin rolling up an industry, demand for acquisition targets increases while the supply of available companies stays roughly constant — driving multiples up to ten, twelve, or even fifteen or more times EBITDA. Once the consolidation slows, multiples fall back toward historical norms. Business owners who sell during the peak of a consolidation cycle can achieve prices two to three times higher than they would in a flat market, even with no change in underlying business performance. Paying attention to deal activity in your industry is one of the most important inputs into timing a sale.

How do synergies factor into what a buyer is willing to pay?

Synergies represent the additional value a buyer can create by combining the acquired business with their own — through cost reductions, cross-selling opportunities, technology deployment, or elimination of a competitive threat. A business worth $50 million on a standalone basis might be worth $70 million to a buyer who can generate $20 million in synergistic value from the combination. The negotiation between buyer and seller is essentially a fight over how much of that created value the seller can capture. In a competitive sale process, sellers with multiple interested buyers are in a much stronger position to extract the majority of that synergy value in the purchase price. Without competitive pressure, buyers will naturally argue that they should keep the value they are creating.

How far in advance should a business owner start preparing to sell?

Working with an M&A advisor two to three years before an intended sale gives business owners the most leverage. Starting early allows time to establish a baseline valuation — both a fair market value and the high end of the strategic value range — and then build a roadmap of operational improvements that can meaningfully increase that range before going to market. Common areas of focus include capital allocation, reducing key-person risk, improving recurring revenue, and strengthening management infrastructure. Owners who begin the process with six months or less of runway have far less room to act on those improvements and typically go to market with whatever the business looks like today, rather than the stronger version it could become.

Can a seller predict which buyer will make the highest offer?

No — and experienced M&A advisors will be the first to admit it. Even with deep industry knowledge and a thorough understanding of the buyer universe, it is extremely difficult to predict in advance which acquirer will ultimately pay the most. Internal factors at the buyer — pending financial results, a CEO’s personal timeline, board-level pressure to do a deal — are rarely visible from the outside and can produce bids that defy all expectations. This is precisely why running a full competitive process matters: it removes the need to guess. By engaging all the most likely buyers simultaneously, sellers surface motivations and willingness-to-pay that would never have appeared in a one-on-one negotiation.

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