Clearwater Enterprises

2026 tax-loss harvesting: the dates that matter

Thursday, December 31, 2026Last trade date for a sale to count in tax year 2026. For stocks and ETFs the trade date, not the settlement date, decides the year.
December 1, 2026A loss sale on Dec 1 has a wash-sale window that ends Dec 31: buying the same security from Nov 1 through Dec 31 (in any account) disallows the loss.
30 days before and afterThe wash-sale window runs 30 calendar days on each side of the sale date, 61 days in total.
Early January 2027Buys of the same security in the first days of January can still disallow a loss sold in late December, and the disallowed loss moves into 2027.
Mid-February 2027Brokers send Forms 1099-B. They only flag wash sales inside one account.
April 15, 2027Filing deadline for 2026 returns.

Three traps

  1. The IRA buy. Selling at a loss in a taxable account and buying the same security in an IRA within 30 days loses the deduction for good.
  2. Dividend reinvestment. An automatic reinvestment within 30 days is a purchase and can wash part of the loss.
  3. The 300-364 day gain. A winning lot sold a few weeks before its one-year mark is taxed at short-term rates. See the difference.

Run the Year-End Check Free wash-sale calculator

Get one reminder email a month with these dates.

General information, not advice. Confirm your situation with a tax professional.