Internal Revenue Code Section 1271 tells you how the IRS taxes the payment you receive when a bond, note, or other debt instrument you hold is retired. The rule under the Section 1271 tax code provisions is that the retirement is treated as a sale or exchange, so your gain or loss is generally capital rather than ordinary.1Office of the Law Revision Counsel. 26 USC 1271 – Treatment of Amounts Received on Retirement or Sale or Exchange of Debt Instruments Three exceptions push part of that gain back into ordinary-income territory, and the rate difference between the two categories can approach twenty percentage points.
Which Debt Instruments the Rule Covers
The code defines a debt instrument broadly: any bond, debenture, note, or other evidence of indebtedness.2Office of the Law Revision Counsel. 26 USC 1275 – Other Definitions and Special Rules Treasury bonds, corporate bonds, municipal bonds, and promissory notes between private parties all qualify. If a financial obligation is documented and promises repayment, it almost certainly falls within Section 1271 when it is paid off.
Annuity contracts tied to a life expectancy are excluded, along with certain insurance-company annuities purchased with cash or received on the death of an insured person.2Office of the Law Revision Counsel. 26 USC 1275 – Other Definitions and Special Rules Those products follow separate tax rules.
Retirement Is Treated as an Exchange
Under general tax principles, simply collecting your principal at maturity might not count as a “sale or exchange,” and the capital-gain framework only applies when a sale or exchange occurs. Section 1271(a)(1) closes that gap by declaring that any amount you receive on retirement of a debt instrument is treated as if you exchanged the instrument for that payment.1Office of the Law Revision Counsel. 26 USC 1271 – Treatment of Amounts Received on Retirement or Sale or Exchange of Debt Instruments
Say you bought a corporate bond for $9,500 and it pays back $10,000 at maturity. The $500 gain is a capital gain. Whether it is short-term or long-term depends on how long you held the bond. Held longer than one year, it qualifies for the lower long-term capital gains rate; held a year or less, it is taxed at ordinary income rates.
Losses work the same way. If you paid $10,200 for a bond that retires at $10,000, the $200 loss is a capital loss you can use to offset other capital gains, or, within limits, reduce ordinary income. Without Section 1271’s exchange treatment, that loss might not be deductible at all.
When the Gain Becomes Ordinary Income
Exchange treatment is the default, but the code carves out three situations where part of your gain loses its capital character. Each targets a case where the profit is really a substitute for interest.
Bonds the Issuer Intended to Call Early
If the issuer planned at the time of issuance to redeem the instrument before maturity, gain on a later sale or exchange is treated as ordinary income up to a ceiling. That ceiling equals the original issue discount on the instrument, minus whatever portion of that discount has already been included in any holder’s taxable income.1Office of the Law Revision Counsel. 26 USC 1271 – Treatment of Amounts Received on Retirement or Sale or Exchange of Debt Instruments Gain above the ceiling stays capital.
Two groups escape this rule entirely: holders of tax-exempt obligations, and anyone who bought the instrument at a premium above its face value.1Office of the Law Revision Counsel. 26 USC 1271 – Treatment of Amounts Received on Retirement or Sale or Exchange of Debt Instruments
Short-Term Government Obligations
Government debt that matures within one year of issuance has its own rule. When you sell or exchange one of these, gain up to the ratable share of the acquisition discount is ordinary income.1Office of the Law Revision Counsel. 26 USC 1271 – Treatment of Amounts Received on Retirement or Sale or Exchange of Debt Instruments The acquisition discount is the gap between what you paid and the face value; the ratable share is the fraction of that gap covering the days you actually held the obligation.
If you bought a 180-day Treasury bill at a $900 discount and sold it after 90 days, half the discount would be ordinary income. Any gain beyond that ratable share is capital. This category covers debt issued by the United States, its possessions, any state or local government, or the District of Columbia, but not tax-exempt bonds.
Market Discount Bonds
Section 1276 adds a third recharacterization rule. If you buy a bond on the secondary market for less than its adjusted issue price, the gap is called market discount. When you later sell or redeem the bond, gain up to the amount of accrued market discount is taxed as ordinary income, not capital gain.3Office of the Law Revision Counsel. 26 USC 1276 – Disposition Gain Representing Accrued Market Discount Treated as Ordinary Income The code treats that slice as disguised interest.
You can calculate accrued market discount using a straight-line method or a constant-yield method. If you did not elect to include the discount in income each year as it accrued, the entire accumulated amount hits your return in the year you dispose of the bond. Partial principal payments also trigger ordinary income to the extent of accrued market discount.3Office of the Law Revision Counsel. 26 USC 1276 – Disposition Gain Representing Accrued Market Discount Treated as Ordinary Income This is where holders routinely get caught off guard, expecting a clean capital gain and finding a chunk taxed at ordinary rates.
Why the Distinction Matters in 2026
When Section 1271 preserves capital-gain treatment, the rate depends on your holding period and total taxable income. For 2026, the long-term capital gains structure has three tiers:4Tax Foundation. 2026 Tax Brackets and Federal Income Tax Rates
- 0% on taxable income up to $49,450 single, $98,900 married filing jointly
- 15% on taxable income from $49,451 to $545,500 single, $98,901 to $613,700 joint
- 20% on taxable income above $545,500 single, $613,700 joint
Ordinary income rates in 2026 reach as high as 39.6% at the top bracket.4Tax Foundation. 2026 Tax Brackets and Federal Income Tax Rates That gap is why the recharacterization rules in Sections 1271(a)(2), 1271(a)(3), and 1276 can nearly double the effective tax rate on the same dollar of gain. Short-term capital gains, from instruments held one year or less, are taxed at ordinary income rates anyway, so the holding period is the first thing to check.
Higher-income taxpayers also face the 3.8% net investment income tax when modified adjusted gross income exceeds $200,000 single or $250,000 joint.5Internal Revenue Service. Topic No. 559, Net Investment Income Tax That surtax applies to both capital gains and ordinary investment income, so it lands either way when debt retirement produces gain.
A capital loss on retirement can offset other capital gains dollar for dollar, and beyond that you can deduct up to $3,000 of net capital losses against ordinary income each year, $1,500 if married filing separately. Unused losses carry forward.6Internal Revenue Service. Topic No. 409, Capital Gains and Losses
Reporting a Debt Retirement on Your Return
Your broker or the entity that retired the debt will typically issue a Form 1099-B showing the gross proceeds and your acquisition date.7Internal Revenue Service. Instructions for Form 1099-B (2026) If interest was paid alongside the principal, a separate Form 1099-INT will report that amount. Keep both. The 1099-B drives your gain-or-loss calculation, and the 1099-INT keeps you from accidentally lumping interest into your capital gain.
Calculate gain or loss by subtracting your adjusted cost basis, meaning what you originally paid plus any previously reported original issue discount that increased your basis, from the retirement proceeds. If you bought at a market discount and did not elect to include that discount annually, a portion of your gain gets reported as ordinary income under Section 1276 rather than capital gain.
Report the transaction on Form 8949 with the description of the instrument, the acquisition and disposition dates, the proceeds, your basis, and the resulting gain or loss.8Internal Revenue Service. About Form 8949, Sales and Other Dispositions of Capital Assets The totals flow onto Schedule D of your Form 1040, where they combine with your other capital transactions for the year.9Internal Revenue Service. Instructions for Form 8949 (2025) Any portion recharacterized as ordinary income under the market discount or intent-to-call rules is reported as interest income instead. Tax software handles most of the routing, but if you are filing by hand, the split between capital gain and ordinary income is where errors happen most often.