How is a business valued when you're ready to sell?
Most businesses are valued using a multiple of earnings. Here's how the number gets calculated and what actually moves it up or down.
March 18, 2026
March 28, 2026 · Updated June 15, 2026
When you sell your business, the IRS gets a share of the gain. How much depends on how the sale is structured, how long you’ve owned the business, and what kind of entity you operate. For most owners, the total tax is somewhere between 20% and 40% of the gain, which makes getting this right one of the most important financial decisions you’ll ever make.
Almost every business sale falls into one of two structures, and each is taxed differently.
Asset sale: The buyer purchases the individual assets of your business, equipment, inventory, customer lists, goodwill, real estate if applicable, rather than the company itself. Each type of asset is taxed at a different rate. Most small business sales are structured this way because buyers prefer it (they get to step up their cost basis on the assets).
Stock sale: The buyer purchases your ownership shares in the company directly. You pay capital gains tax on the difference between what you receive and your original cost basis in the shares. Sellers generally prefer this structure because it’s simpler and often results in lower total taxes.
In an asset sale, the purchase price is allocated among different categories of assets. Each category is taxed differently:
| Asset Category | Tax Treatment |
|---|---|
| Tangible assets (equipment, vehicles) | Ordinary income if depreciated below book value; capital gains on appreciation |
| Inventory | Ordinary income rates |
| Real estate | Capital gains, potentially with depreciation recapture |
| Goodwill | Long-term capital gains (favorable rate) |
| Non-compete agreement | Ordinary income |
| Customer lists, trade names | Capital gains or ordinary income depending on structure |
The allocation of the purchase price among these categories is negotiated between buyer and seller. Buyers want more in ordinary income categories (deductible to them); sellers want more in capital gains categories (taxed at lower rates). This negotiation matters.
If you’ve owned your business for more than one year, the gain on qualifying assets is taxed at long-term capital gains rates:
In addition to federal capital gains tax, most states add their own tax on top, ranging from 0% (Texas, Florida) to 13.3% (California).
A good CPA who works with business owners can help you explore several strategies before you sell:
Installment sale: You receive the purchase price in payments over multiple years instead of all at once. This spreads your taxable income across those years and may keep you in a lower tax bracket. It’s one of the simplest ways to defer taxes, but it means you’re acting as a lender and taking on some risk. Research from business broker networks shows that seller-financed deals close at a premium of roughly 10% to 15% over all-cash offers, which partially offsets the added risk.
Qualified Opportunity Zone (QOZ) investment: You can defer and potentially reduce capital gains tax by reinvesting your gains into a Qualified Opportunity Zone fund within 180 days of the sale.
Charitable Remainder Trust (CRT): You donate appreciated business interests to a trust, which sells the business tax-free and pays you income for the rest of your life. The remainder goes to charity. Complex but powerful for owners with philanthropic goals.
Entity structure changes: If your business is a C-corporation, there may be opportunities to restructure before a sale to improve tax treatment. This requires years of advance planning.
For trades businesses with significant equipment fleets, the most commonly missed issue is depreciation recapture. Section 179 and bonus depreciation let you write off equipment in the year of purchase rather than over time. That’s a real benefit while you own the business. But when you sell, the IRS recaptures those deductions and taxes them at ordinary income rates up to 37%, not capital gains rates. A plumbing or HVAC company with $400,000 in trucks and equipment that have been fully depreciated faces a potential recapture bill of $100,000 to $148,000 on that equipment alone, even before accounting for any gain above original cost. Your CPA needs to model this before you accept any offer.
If you’re thinking about selling in the next few years:
The tax planning doesn’t slow down the sale process, it just requires starting earlier than most owners think.
Tell us your situation. We'll connect you with a specialist who works with owners like you. One conversation, no sales pressure.
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