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Harvesting Gains in the Zero Percent Capital Gains Bracket

Harvesting Gains in the Zero Percent Capital Gains Bracket

Harvesting Gains in the Zero Percent Capital Gains Bracket

The 0% capital gains tax bracket is one of the most overlooked tax planning opportunities for retirees.

How does it work?

The concept is straightforward, but the planning strategy is counter-intuitive to what most people have in mind when they think “tax planning”.

Here are the nuts and bolts of it:

For federal purposes, long-term capital gains are taxed at lower rates than ordinary income. Capital gains are realized anytime you sell a capital asset, such as a stock or bond, for more than your “cost basis”, which is typically that amount you paid for it. In order to be taxed at the lower capital gains rates, the investment must have been held for at least one year. If you sell it sooner than that, your gain is taxed at the higher ordinary income tax rates.

The picture below shows capital gains rates for 2022. Importantly, the tax rate is zero percent on capital gains for single taxpayers with income below $41,675 and married taxpayers with income below $83,350.

These income thresholds are for your total taxable income, which means that many households will be bumped into the 15% bracket because of other income reported on their tax return.

But retirees often have lower taxable income, particularly in the early years of retirement before social security, pensions, and Required Minimum Distributions start. Plus, if you have savings built up in a non-qualified or Roth account, you can have a lot of control over how much taxable income is created by your investment portfolio in any given year.

If you are retired and in a low income year, consider intentionally recognizing gains in your investment portfolio to the extent that your total taxable income is projected to be below the zero percent capital gains bracket thresholds. For example, if you’re single and your taxable income is projected to be $30,000 for 2022, you could recognize $11,675 in long-term capital gains without paying any federal taxes on the gain.

After you sell a position to realize the gain, you can simply repurchase the same investment so that your overall asset allocation isn’t changed at all (or, you could use this as an opportunity to rebalance your portfolio).

So what’s the real benefit of this strategy?

By recognizing the gain on your investment (despite paying no federal taxes), your “cost basis” has now been increased to the higher amount at which you sold it. This will allow you to sell the investment in future years while realizing a much smaller capital gain.

Retirees will thank themselves later once social security income and Required Minimum Distributions begin. By that time, their taxable income is much higher, so capital gains are more likely to be taxed at 15%. By having a higher cost basis on positions in your portfolio, you’ll be able to liquidate investments without as much tax drag.

© 2025 Trailhead Planners

Trailhead Planners, LLC (“Trailhead”) is a registered investment advisor offering advisory services in the States of Oregon, Minnesota, and in other jurisdictions where exempted. Registration does not imply a certain level of skill or training.

The information on this site is not intended as tax, accounting, or legal advice, as an offer or solicitation of an offer to buy or sell, or as an endorsement of any company, security, fund, or other securities or non-securities offering. This information should not be relied upon as the sole factor in an investment making decision.

Past performance is no indication of future results. Investment in securities involves significant risk and has the potential for partial or complete loss of funds invested. It should not be assumed that any recommendations made will be profitable or equal any performance noted on this site.

The information on this site is provided “AS IS” and without warranties of any kind either express or implied. To the fullest extent permissible pursuant to applicable laws, Trailhead Planners, LLC, disclaims all warranties, express or implied, including, but not limited to, implied warranties of merchantability, non-infringement, and suitability for a particular purpose.

Trailhead does not warrant that the information on this site will be free from error. Your use of the information is at your sole risk. Under no circumstances shall Trailhead be liable for any direct, indirect, special, or consequential damages that result from the use of, or the inability to use, the information provided on this site, even if Trailhead or a Trailhead authorized representative has been advised of the possibility of such damages. Information contained on this site should not be considered a solicitation to buy, an offer to sell, or a recommendation of any security in any jurisdiction where such offer, solicitation, or recommendation would be unlawful or unauthorized.

© 2025 Trailhead Planners

Trailhead Planners, LLC (“Trailhead”) is a registered investment advisor offering advisory services in the States of Oregon, Minnesota, and in other jurisdictions where exempted. Registration does not imply a certain level of skill or training.

The information on this site is not intended as tax, accounting, or legal advice, as an offer or solicitation of an offer to buy or sell, or as an endorsement of any company, security, fund, or other securities or non-securities offering. This information should not be relied upon as the sole factor in an investment making decision.

Past performance is no indication of future results. Investment in securities involves significant risk and has the potential for partial or complete loss of funds invested. It should not be assumed that any recommendations made will be profitable or equal any performance noted on this site.

The information on this site is provided “AS IS” and without warranties of any kind either express or implied. To the fullest extent permissible pursuant to applicable laws, Trailhead Planners, LLC, disclaims all warranties, express or implied, including, but not limited to, implied warranties of merchantability, non-infringement, and suitability for a particular purpose.

Trailhead does not warrant that the information on this site will be free from error. Your use of the information is at your sole risk. Under no circumstances shall Trailhead be liable for any direct, indirect, special, or consequential damages that result from the use of, or the inability to use, the information provided on this site, even if Trailhead or a Trailhead authorized representative has been advised of the possibility of such damages. Information contained on this site should not be considered a solicitation to buy, an offer to sell, or a recommendation of any security in any jurisdiction where such offer, solicitation, or recommendation would be unlawful or unauthorized.

© 2025 Trailhead Planners

Trailhead Planners, LLC (“Trailhead”) is a registered investment advisor offering advisory services in the States of Oregon, Minnesota, and in other jurisdictions where exempted. Registration does not imply a certain level of skill or training.

The information on this site is not intended as tax, accounting, or legal advice, as an offer or solicitation of an offer to buy or sell, or as an endorsement of any company, security, fund, or other securities or non-securities offering. This information should not be relied upon as the sole factor in an investment making decision.

Past performance is no indication of future results. Investment in securities involves significant risk and has the potential for partial or complete loss of funds invested. It should not be assumed that any recommendations made will be profitable or equal any performance noted on this site.

The information on this site is provided “AS IS” and without warranties of any kind either express or implied. To the fullest extent permissible pursuant to applicable laws, Trailhead Planners, LLC, disclaims all warranties, express or implied, including, but not limited to, implied warranties of merchantability, non-infringement, and suitability for a particular purpose.

Trailhead does not warrant that the information on this site will be free from error. Your use of the information is at your sole risk. Under no circumstances shall Trailhead be liable for any direct, indirect, special, or consequential damages that result from the use of, or the inability to use, the information provided on this site, even if Trailhead or a Trailhead authorized representative has been advised of the possibility of such damages. Information contained on this site should not be considered a solicitation to buy, an offer to sell, or a recommendation of any security in any jurisdiction where such offer, solicitation, or recommendation would be unlawful or unauthorized.