What Is Tax-Loss Harvesting

Tax-loss harvesting is selling an investment that has declined in value to realize a capital loss, which offsets capital gains — reducing your tax bill. You can immediately reinvest in a similar (but not identical) asset and maintain your market exposure. The IRS allows losses to offset gains, so a strategic sale can save real money without disrupting your portfolio's direction.

How It Works

  1. You own an investment that has lost value since purchase.
  2. You sell it, realizing the capital loss on paper.
  3. You use that loss to offset capital gains from other sales that year.
  4. If losses exceed gains, you can deduct up to $3,000 against ordinary income per year — excess losses carry forward indefinitely.
  5. You reinvest proceeds into a similar (not identical) asset to stay invested.

The Wash Sale Rule

The IRS disallows a loss if you buy the same or substantially identical security within 30 days before or after the sale. This is the wash sale rule — violating it means your loss is disallowed.

Example: You sell a Vanguard S&P 500 ETF at a loss. You cannot repurchase that same ETF within 30 days. But you can immediately buy a Fidelity S&P 500 ETF — it tracks the same index but is not the same security.

A Real Example

You sold Stock A for a $4,000 gain and Stock B for a $1,500 loss this year.

Multiply this across a larger portfolio over many years and the cumulative savings can be substantial.

Is It Right for You?

Tax-loss harvesting makes the most sense when you have a taxable brokerage account (IRAs and 401(k)s are already sheltered), capital gains to offset, and are in the 22% tax bracket or higher.

Note: This is an advanced strategy. Consult a tax professional before implementing, especially for larger portfolios. The wash sale rule has nuances that can trip up DIY investors.