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FINANCIAL PLANNING

Tax-loss harvesting and wash sales: manage the tax record without breaking the investment plan

Understand the purpose of realizing investment losses, the wash-sale restriction, replacement exposure, tax-lot records, and why tax management should remain subordinate to the portfolio plan.

Intermediate10 min
KEY TAKEAWAYS
  • A realized loss can have tax consequences, but a tax benefit alone is not a reason to abandon the desired portfolio exposure.
  • Wash-sale rules can disallow a current loss when substantially identical securities are acquired within the applicable period.
  • The rule can interact with purchases in more than one account or with automatic reinvestment, so records matter.
  • Compare expected tax value with spreads, fees, tracking differences, and the risk of changing the portfolio.
Current Rules

Wash-sale and capital-loss rules are tax rules and can change. Verify current IRS guidance and obtain tax advice when the transaction is material or complex.

Start with the portfolio reason

Decide whether the position should be reduced, replaced, or maintained before evaluating the tax consequence. Tax management should support the investment policy, not reverse it.

Map purchases around the sale

Review recent and planned purchases, recurring contributions, dividend reinvestment, and related accounts before assuming a realized loss will be deductible.

Define the replacement exposure

If exposure will be maintained, compare the replacement investment for holdings, benchmark, risk, fees, liquidity, and the possibility that it could be considered substantially identical under tax rules.

Document the tax lot and follow-up

Save the lot sold, the realized loss, replacement trade, relevant dates, broker reporting, and any basis adjustment. Reconcile the transaction when tax forms arrive.