The first — and most important — structural question in any medical practice sale is whether it will be structured as an asset sale or a stock (equity) sale. This single decision determines how every dollar of the purchase price is taxed, and the difference can be $100,000 to $500,000+ in tax liability on a typical physician practice sale.
In an asset sale, the practice sells its individual assets — equipment, patient records, accounts receivable, non-compete agreements, and goodwill. Each asset category has its own tax treatment. In a stock sale, the owner sells their ownership interest (stock or membership units) in the entity itself. The buyer takes over the entity with all its assets and liabilities.
| Factor | Asset Sale | Stock Sale |
|---|---|---|
| What is sold | Individual assets (equipment, goodwill, A/R, etc.) | Ownership shares of the entity |
| Buyer preference | Strongly preferred (stepped-up basis) | Less preferred (carryover basis) |
| Seller preference (S-Corp/LLC) | Generally acceptable | Slightly preferred (single capital gains rate) |
| Seller preference (C-Corp) | Avoid if possible (double tax) | Strongly preferred (avoids double taxation) |
| Tax on goodwill | Capital gains (15-23.8%) | Capital gains (15-23.8%) |
| Tax on equipment | Ordinary income (depreciation recapture) | Capital gains on stock |
| Tax on non-compete | Ordinary income (up to 37%) | N/A (not separately allocated) |
| Buyer depreciation | Yes (new stepped-up basis) | No (inherits seller's basis) |
| Complexity | Higher (allocation required) | Lower (single transaction) |
| Liability transfer | Buyer takes only specified assets | Buyer takes all assets AND liabilities |
Worked Example: $2.5M Practice Sale — Asset vs Stock
Scenario: Dr. Harper, Ophthalmologist, S-Corp, $2.5M Sale Price
Original basis in practice assets: $400,000. Sale price: $2,500,000. Comparing asset sale allocation vs stock sale.
| Asset Category | Asset Sale Allocation | Tax Treatment | Tax Rate |
|---|---|---|---|
| Equipment (depreciated) | $200,000 | Ordinary income (Section 1245 recapture) | 37% |
| Accounts Receivable | $150,000 | Ordinary income | 37% |
| Non-Compete Agreement | $250,000 | Ordinary income | 37% |
| Personal Goodwill | $1,400,000 | Long-term capital gain | 20% + 3.8% NIIT |
| Practice Goodwill | $500,000 | Long-term capital gain | 20% + 3.8% NIIT |
| Total | $2,500,000 | Blended rate | ~25.4% effective |
| Tax Comparison | Asset Sale (above allocation) | Stock Sale |
|---|---|---|
| Total Sale Price | $2,500,000 | $2,500,000 |
| Ordinary Income Portion | $600,000 (equipment + A/R + non-compete) | $0 |
| Capital Gains Portion | $1,900,000 (goodwill) | $2,100,000 ($2.5M - $400K basis) |
| Federal Tax on Ordinary Income | ~$222,000 | $0 |
| Federal Tax on Capital Gains | ~$451,000 | ~$499,000 |
| Total Federal Tax | ~$673,000 | ~$499,000 |
| Difference | — | ~$174,000 less in stock sale |
In this scenario, the stock sale saves Dr. Harper approximately $174,000 in federal taxes because all proceeds receive capital gains treatment rather than splitting between ordinary income and capital gains. However, the buyer loses the stepped-up basis — which typically means the buyer demands a price reduction. The negotiation between seller tax savings and buyer price concession is the core tension in every asset-vs-stock negotiation.
C-Corp Double Taxation Trap
If your practice is a C-Corp and you do an asset sale, the corporation pays up to 21% corporate tax on the gain, and then you pay up to 23.8% (20% + 3.8% NIIT) capital gains tax when the after-tax proceeds are distributed as a liquidating dividend. The combined tax rate on a C-Corp asset sale can exceed 40%. For C-Corp practices, a stock sale (which avoids corporate-level tax) or a Section 1202 QSBS exclusion (which can eliminate the shareholder-level tax entirely) is critical. See our entity structure guide for more on C-Corp planning.
