Tax-loss harvesting (TLH) and wash-sale rules

1. What Is Tax-Loss Harvesting?

Tax-loss harvesting is a strategy where an investor sells a declining investment to realize a loss, which can offset capital gains, reduce up to $3,000 of ordinary income, and be carried forward indefinitely.  

The process is simple: identify an investment below its purchase price, sell it to realize the loss, and reinvest in a similar but not substantially identical asset to stay invested. The realized loss then reduces taxes in the current or future years. 

2. Who Can Use Tax-Loss Harvesting?

TLH can be used by anyone with a taxable investment account, including individuals, couples, trusts, estates, and businesses.  

It cannot be used in tax-advantaged accounts (e.g., IRAs, 401(k)s) because gains and losses aren’t recognized until withdrawal. 

3. Role and Relationship Between TLH and Wash-Sale Rules

TLH generates losses to reduce taxes. 
Wash-sale rules limit TLH by preventing taxpayers from claiming losses if they repurchase the same or a substantially identical asset within a restricted time period. 

4. When Is a Wash Sale Triggered?

A wash sale occurs when an investor: 

  • Sells a security at a loss, and 
  • Buys the same or substantially identical security within 30 days before or after the sale (61-day total window) 

5. Tax Treatment of Wash Sales

If a wash sale occurs: 

  • The capital loss is disallowed for the current tax year 
  • The disallowed loss is added to the cost basis of the replacement shares 
  • The holding period of the original shares carries over 

This means the tax benefit is postponed, not eliminated. The deferred loss is recognized when the replacement shares are eventually sold without triggering another wash sale. 

 

Tax-loss harvesting helps reduce taxable investment income, while wash-sale rules prevent investors from claiming artificial losses. When used with proper timing and suitable substitute assets, TLH can improve long-term tax efficiency while staying compliant with IRS rules. 

For more information or personalized guidance on tax-loss harvesting and related strategies, please contact Sai CPA Services. Our experienced team can help you navigate the rules, optimize your investments, and ensure compliance with IRS regulations. Reach out to Sai CPA Services today to schedule a consultation and take control of your tax strategy. 

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