Is Now a Good Time to Sell a Specialty Contracting Business?
When most owners first think about selling their business, they think about a single number: the purchase price. In practice, the number on the letter of intent is only half the story. How that number is actually paid, in cash, in equity, over time, contingent on future performance, and structured as an asset or stock transaction, can matter as much to your ultimate outcome as the headline valuation. Understanding these building blocks before you’re in a negotiation puts you in a far stronger position to evaluate an offer.
Cash at Close
Cash at close is exactly what it sounds like: consideration paid to the seller at closing, with no strings attached and no future performance requirement. From a seller’s perspective, it’s the lowest-risk form of consideration. The money is yours, the risk of the business’s future performance now sits entirely with the buyer. Not surprisingly, sellers generally prefer to maximize the cash-at-close portion of a deal, and buyers generally try to moderate it, particularly when they want the seller’s incentives aligned with the business’s performance after closing.
Earn-Outs
An earn-out is additional consideration paid to the seller after closing, contingent on the business hitting agreed-upon financial targets, usually revenue, gross margin or EBITDA over a defined period, typically one to three years. Buyers use earn-outs to bridge a valuation gap (when the buyer and seller disagree about the business’s near-term trajectory) and to keep the seller financially motivated through a transition period.
Earn-outs can be a reasonable tool, but they carry real risk for sellers: you no longer fully control the business, yet a meaningful piece of your proceeds depends on its performance under new ownership. The details matter enormously and can affect how the metric is defined, whether the buyer can make decisions (like cutting a product line or changing pricing) that affect the earn-out calculation, and what happens in a dispute. A well-negotiated earn-out has clear, auditable metrics and real protections for the seller; a poorly negotiated one is a common source of post-closing disputes.
Equity Rollover
In many private equity transactions, particularly majority recapitalizations, sellers are asked, or choose to “roll over” a portion of their proceeds into equity of the new combined company rather than taking it all in cash. This gives the seller a second bite at the apple: if the business (often now part of a larger platform) grows and is sold again in three to seven years, the rolled equity can be worth significantly more than its value at the first closing.
Rollover equity is not without risk. It’s illiquid, its ultimate value depends on the platform’s future performance, and sellers typically have limited control over that performance going forward. But for owners who believe in the growth story and want meaningful upside participation, it can be an attractive complement to a cash payout, and many buyers view a seller’s willingness to roll equity as a strong signal of confidence in the business.
Seller Notes
A seller note is a loan the seller effectively extends to the buyer, with the business’s future cash flow used to pay it back over an agreed term. It’s another way to bridge a valuation gap without full contingency on performance metrics the way an earn-out is. Seller notes typically carry interest and are subordinated to the buyer’s senior lender, meaning the seller is paid after the bank in the event of trouble an important risk factor to weigh.
Asset Deals vs. Stock Deals
Separate from how you get paid is the legal structure of the transaction itself is an important distinction, especially for business services companies with real liability exposure.
In an asset deal, the buyer purchases specific assets and assumes specific liabilities of the business, while the seller’s legal entity retains anything not explicitly transferred. Buyers generally prefer asset deals because they can be selective about what liabilities they assume, and they typically get a step-up in tax basis on acquired assets. For sellers, asset deals can create less favorable tax treatment (a mix of ordinary income and capital gains, depending on asset allocation) and leave the seller’s entity holding any excluded liabilities.
In a stock deal, the buyer acquires the seller’s ownership interests (stock or membership units) directly, taking the entire legal entity, assets, contracts, and liabilities, as a whole. Sellers often prefer stock deals because proceeds are typically taxed entirely at capital gains rates, and existing contracts and licenses transfer with the entity rather than requiring re-assignment. Buyers are more cautious here because they inherit unknown or contingent liabilities along with the business, which is why stock deals typically come with more extensive representations, warranties, and indemnification provisions.
If you’d like help evaluating how a prospective deal structure actually translates into what lands in your pocket, and when, FOCUS Investment Banking’s Business Services Group is glad to walk through it with you.
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