Strategies

Tax-Loss Harvesting

The strategy of selling an investment that has a capital loss to offset a capital gains tax liability.

Reviewed by DivAgent Research Team
Updated Jan 2026

Tax-Loss Harvesting — At a Glance

Definition

Selling losing positions to "cancel out" the taxes you owe on your winning positions.

Risk Level
Low
Commonly Seen In
Year-end tax planning
Warning Sign
The "Wash Sale Rule" prevents you from buying a substantially identical asset within 30 days.
Key Metric
Net realized capital gains/losses
Pro Tip

You can use up to $3,000 of excess capital losses to offset your ordinary income each year.

Tax-loss harvesting is a strategy used to minimize the amount of taxes an investor pays on their capital gains. It involves selling an investment that is currently worth less than its original purchase price (a "loss") to offset the gains realized from another investment.

How It Works

If you sell Stock A for a $5,000 profit and Stock B for a $5,000 loss, your net capital gain is zero. You pay no capital gains tax on that profit. This is effectively a "tax subsidy" for your losing positions.

The Wash Sale Rule

To prevent investors from selling a stock just to claim the loss and immediately buying it back, the IRS enforces the Wash Sale Rule. If you buy the same security (or one that is "substantially identical") within 30 days before or after the sale, the loss is disallowed for tax purposes.

Strategic Swapping

Advanced investors often "harvest" a loss by selling an ETF (like VOO) and simultaneously buying a similar but not identical ETF (like IVV). This maintains their market exposure while still allowing them to claim the tax loss.

Year-Round Strategy

While many people think of tax-loss harvesting only in December, it can be done year-round. Market volatility often presents opportunities to "bank" losses that can be used to offset future gains.

DivAgent Educational Standards

This definition is part of the DivAgent Income Academy curriculum. Our glossary is designed to bridge the gap between institutional jargon and retail investor understanding. Each term is reviewed by our Research Team for accuracy, specifically in the context of:

  • Tax implications (Ordinary vs. Qualified)
  • Impact on Total Return calculations
  • Relevance to Option-Income strategies
  • Risk assessment in a retirement portfolio

*While we strive for precision, financial terminology can evolve. Always verify definitions with official regulatory sources (SEC, IRS) when making tax or legal decisions.

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