Tax Selling: What It Is, How It Works, and Tax Benefits

If you’ve sold shares in SPY or IVV this year and ended up with gains, strategic tax selling can help reduce your tax bill by offsetting those gains with losses. It’s a smart move to consider before year-end, especially if you want to optimize your capital gains exposure. Here’s what matters.

Key Takeaways

  • Sell investments at a loss to offset capital gains.
  • Offsets up to $3,000 in ordinary income annually.
  • Commonly done late in the calendar year.
  • Wash-sale rule prevents repurchasing same asset immediately.

What is Tax Selling?

Tax selling, also known as tax-loss harvesting, is the strategic sale of securities or investments at a capital loss to offset capital gains realized elsewhere in your portfolio, reducing your overall income tax liability. This practice is commonly executed late in the calendar year to maximize tax benefits.

By leveraging tax rules that allow losses to offset gains, tax selling helps you manage your portfolio's tax efficiency while maintaining investment objectives.

Key Characteristics

Tax selling involves distinct features that impact your investment and tax planning:

  • Capital Loss Realization: Selling assets below their adjusted cost basis to produce deductible losses.
  • Offsetting Gains: Losses first offset gains of the same type, such as short-term against short-term.
  • Income Reduction: Excess capital losses can reduce up to $3,000 of ordinary income annually, enhancing your ability to pay taxation.
  • Carryforward Provision: Unused losses can be carried forward indefinitely to future tax years.
  • Year-End Timing: Most tax selling occurs in December to meet annual tax deadlines.

How It Works

When you sell an asset, such as shares of BND or SPY, for more than your adjusted basis, you realize a capital gain. Selling below the basis results in a capital loss, which you can use to offset gains from other sales.

Tax losses first offset gains of the same holding period type, then can apply up to $3,000 against ordinary income each year. Remaining losses carry forward. To avoid disallowed deductions, be mindful of the wash-sale rule, which prevents claiming losses if you repurchase substantially identical securities within 30 days.

Examples and Use Cases

Tax selling is particularly useful in volatile markets or when rebalancing your portfolio:

  • Index Funds: Selling losing positions in funds like IVV can offset gains from profitable sales elsewhere.
  • Bond ETFs: Losses realized on BND can reduce taxable income while maintaining bond exposure.
  • Equity ETFs: Harvesting losses in SPY is common among investors managing diversified U.S. equity portfolios.

Important Considerations

While tax selling offers clear benefits, it requires careful execution to avoid pitfalls such as wash sales and unintended portfolio drift. Tracking cost basis accurately through brokerage records is essential to ensure proper tax reporting.

You should also weigh tax savings against transaction costs and investment goals. Consulting a tax advisor can help tailor tax selling strategies to your specific situation and coordinate with retirement accounts like a backdoor Roth IRA.

Final Words

Tax selling can significantly reduce your tax liability by offsetting gains with losses, especially near year-end. Review your portfolio for potential loss positions and consider consulting a tax professional to optimize your strategy before the calendar closes.

Frequently Asked Questions

Sources

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Johanna. T., Financial Education Specialist

Johanna. T.

Hello! I'm Johanna, a Financial Education Specialist at Savings Grove. I'm passionate about making finance accessible and helping readers understand complex financial concepts and terminology. Through clear, actionable content, I empower individuals to make informed financial decisions and build their financial literacy.

The mantra is simple: Make more money, spend less, and save as much as you can.

I'm glad you're here to expand your financial knowledge! Thanks for reading!

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