How Tax Loss Harvesting Works in United States: A Practical Guide (2025)

Learn how tax loss harvesting works in United States: step-by-step process, local constraints, and practical considerations.

Summary

Tax loss harvesting is a tax-aware investing strategy that involves selling investments at a loss to help offset capital gains and potentially reduce the amount of tax owed. Rather than focusing on market timing, tax loss harvesting is typically applied as a systematic, rules-based process that helps investors improve after-tax outcomes while keeping portfolios aligned with long-term goals.

What Is Tax Loss Harvesting?

Tax loss harvesting is the process of realizing capital losses by selling investments that are trading below their purchase price, so those losses can be used to offset realized capital gains. In many systems, realized losses can reduce current-year taxable gains and, in some cases, be carried forward to future years.

How Tax Loss Harvesting Works (Step by Step)

1. Calculate Realized Capital Gains

Start by calculating how much capital gain has already been realized during the tax year. This helps determine whether TLH is likely to be valuable and how much loss may be useful to offset existing gains.

2. Identify Unrealised Losses

Review the portfolio to find positions trading below cost base. Many investors use thresholds (for example, loss above a percentage or above a $ amount) to avoid low-impact trades.

3. Confirm the Investment Rationale

Before selling, confirm whether the position still fits the portfolio strategy. TLH is most defensible when the sale aligns with rebalancing, risk management, or replacing a holding that no longer fits.

4. Manage Wash Sale and Repurchase Constraints

In the United States, the wash sale rule can limit loss recognition if a client buys the same or substantially identical security within a defined window around the loss sale. Replacement selection and account coordination (including spouse and substantially identical exposures) are core controls.

5. Sell the Investment to Realize the Loss

Once sold, the loss becomes realized and may be applied against realized capital gains, subject to local tax rules.

6. Reinvest to Maintain Market Exposure

To avoid being out of the market, investors often reinvest the proceeds into a similar (but not identical) investment. This helps maintain diversification and expected exposure while managing compliance and tracking error.

7. Track and Document the Transaction

Good recordkeeping is essential. Track trade dates, cost bases, replacement exposures, and the investment rationale for the trade.

Country-Specific Considerations for United States

US terminology commonly uses realized gains/losses. TLH is typically most relevant in taxable accounts; retirement accounts (e.g., 401(k), IRA) may have different tax dynamics. Wash sale controls and client communication are central to defensibility.

A Simple Example

Imagine an investor who has already realized capital gains during the year:

  • Realized capital gains: $20,000
  • Unrealised loss on an investment: $6,000

By selling the investment and realizing the $6,000 loss, the investor may reduce taxable gains from $20,000 to $14,000, depending on applicable rules. The investor then reinvests the proceeds into a similar exposure to remain invested.

Common Risks to Watch

  • Overtrading: costs and complexity can erode outcomes.
  • Compliance constraints: repurchase restrictions or anti-avoidance principles may affect results.
  • Tracking error: replacements may not match the original exposure perfectly.
  • Tax-first decisions: selling purely for tax reasons can harm long-term strategy.

Final Thoughts

TLH works best as a disciplined process integrated with portfolio management. Because tax treatment varies, use this as an educational framework and confirm decisions with qualified professionals.

Continue reading