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Tax loss harvesting

Tax loss harvesting is selling an asset at a loss to offset capital gains realized elsewhere. Losses offset gains first, then up to $3,000 of ordinary income per year, with the rest carried forward indefinitely. In crypto it is unusually flexible because the wash-sale rule does not currently apply to coins held directly.

What is Tax loss harvesting?

Tax loss harvesting is selling an asset at a loss to offset capital gains realized elsewhere. Losses offset gains first, then up to $3,000 of ordinary income per year, with the rest carried forward indefinitely. In crypto it is unusually flexible because the wash-sale rule does not currently apply to coins held directly.

Why it matters on your return

A harvested loss is the only tax deduction most crypto investors can create on demand. In a year with large realized gains, selling losing positions before December 31 can wipe out the tax bill, and because the position can be repurchased, the portfolio does not have to change. The work is in the details: choosing the right lot inside the right wallet, valuing it correctly, and keeping the repurchase defensible.

Example

You hold a coin bought at $10,000 now worth $4,000 and realized $6,000 of gains elsewhere. Selling and repurchasing the coin harvests a $6,000 loss that wipes out the gain, and you still hold the position.

How it works

  1. Total the year's realized gains. Every sale, swap, and spend through the current date, short-term and long-term separately.
  2. Find unrealized losses. Lots whose current value is below basis, by wallet, with holding period.
  3. Match character. Short-term losses offset short-term gains first (the expensive ones), then long-term; long-term losses offset long-term gains first. Net the two categories at the end.
  4. Sell the identified lot. Specific identification within the wallet at the time of sale, with records. Under FIFO the wrong lot may sell.
  5. Decide on the repurchase. Allowed for directly held crypto under current law; wait or buy a correlated asset if you want a stronger position on economic substance; for ETFs, wait 31 days.
  6. Carry forward what is left. Net losses beyond gains offset $3,000 of ordinary income; the remainder carries to next year on Schedule D.
Where harvested losses go
Loss typeOffsets firstThenThen
Short-term lossShort-term gains (ordinary rates)Long-term gains$3,000 of ordinary income, remainder carries forward
Long-term lossLong-term gains (0/15/20 percent)Short-term gains$3,000 of ordinary income, remainder carries forward

Common mistakes

  • Harvesting long-term losses against short-term gains when a short-term loss was available. Character matching affects how much tax the loss actually saves.
  • Selling the wrong lot. Without specific identification, FIFO may dispose of a lot with a gain.
  • Harvesting in a year with no gains and low income. The loss is only worth $3,000 this year; sometimes waiting is better.
  • Same-second round trips with nothing else. Legal under section 1091 today, weak on economic substance.
  • Applying stock rules to crypto, or crypto rules to crypto ETFs. They differ; see the wash-sale entry.

Frequently asked questions

How does tax loss harvesting work with crypto?

You sell a coin that is worth less than you paid, realize the loss, and use it against gains from other sales. Because the wash-sale rule does not currently apply to crypto held directly, you can repurchase the position; confirm the law before relying on that.

How much loss can I deduct in one year?

Unlimited against capital gains. Beyond gains, up to $3,000 against ordinary income per year, with the rest carried forward indefinitely.

Can I harvest a loss and buy the same coin back?

Under current law, yes, for coins held directly. For spot crypto ETFs the wash-sale rule applies and you must wait 31 days. Legislation to extend the rule to crypto is pending.

When is the deadline for tax loss harvesting?

The sale must settle by December 31 of the tax year. Crypto settles immediately, so a December 31 sale counts; stock trades need to settle by year end.

Does harvesting reset my holding period?

Yes. The repurchased position starts a new holding period the day after you buy it back.

What to do next

Harvesting well is a fall exercise: gains to date, losses available by lot and wallet, character matching, and a repurchase plan. Crypto tax planning at Gordon Tax produces a short written plan with the numbers, and the same reconciliation feeds the return in the spring.

Last reviewed September 17, 2026. Tax rules change; confirm current law before acting.

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