Tax

When Philanthropy Meets Portfolio Tax Management

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Dec 02, 2024|ByLincoln Fleming, CPA/PFS, CFP, MAcc

Key takeaways

  • Donating highly appreciated stock from a loss-harvesting account can be more tax-efficient than cash donations. This strategy allows donors to receive a fair market value charitable deduction and avoid capital gain taxation on the unrealized appreciation.
  • Using cash to replenish the equity account after donating appreciated stock can increase the cost basis of the overall portfolio. This can facilitate additional future loss-harvesting opportunities and help reduce overall risk by addressing overweight positions.
  • Publicly traded stock may be easy to value, transfer, and widely accepted by nonprofits, making it a practical choice for charitable donations compared to more complex or illiquid assets.

Why a Loss Harvesting Account May Be a Logical Source for Charitable Donations

For many people, the end of the year is a season for giving, a time to focus less on ourselves and more on our communities and the causes that are important to us. Many of us also find ourselves looking for ways to save on taxes at year-end. Fortunately, the two objectives are not mutually exclusive—it’s possible to support charitable causes while reducing the donor’s overall tax burden.

Some charitable donation strategies are inherently more tax efficient than others. For example, cash donations may represent a suboptimal donation strategy from a tax perspective. For charitably inclined investors, donating highly appreciated stock from a loss-harvesting account and replenishing with cash may be a more favorable method for accomplishing both goals.

The benefits of donating appreciated stock

Contributions of appreciated stock may allow donors to support charitable causes while realizing two important income tax benefits: the donor may receive a fair market value charitable deduction and avoid capital gain taxation on the unrealized appreciation. 1 Charitable donations may also provide estate tax savings for wealthy donors with taxable estates. Tax-efficient donations reduce the cost of giving, and individuals may choose to pass on the tax savings and increase their overall charitable impact.

For these reasons, a charitable-minded investor’s highly appreciated securities should be considered for donation. Active tax management that involves systematic tax-loss harvesting and the avoidance of realizing capital gains can lead to situations where a portfolio has very highly appreciated tax lots. Such a process makes a loss-harvesting account a compelling source for selecting appreciated securities to donate to charity.

Cash that would have otherwise been donated to charity can be used to replenish the equity account, providing an extra benefit of increasing the cost basis of the overall portfolio which may facilitate additional future loss-harvesting opportunities. This infusion of cash can be especially beneficial for highly appreciated accounts offering fewer tax loss-harvesting opportunities at this point of their life cycles.

Donating appreciated stock and replenishing with cash may have other benefits as well. For example, oftentimes, the most highly appreciated securities represent overweight positions, so fresh cash may help to reduce overall risk that is measured as portfolio tracking error. Such a strategy may also enable clients to tax-efficiently eliminate positions that don’t align with their values or go against a desired factor tilt.

From an administrative standpoint, publicly traded stock may be simple to value, easy to transfer, and widely accepted by nonprofits. Some charities may be unable or unwilling to accept donations of more complex or illiquid assets.

The mechanics of donating from an Aperio loss-harvesting account

Advisors can request a donation analysis on the Aperio portal that optimizes for both highly appreciated positions and the impact on portfolio tracking error. Clients specify the relevant account, the amount to gift, and any intention to replenish with cash. Aperio prepares a recommendation of tax lots to donate and sends it to the client’s advisor. The advisor initiates the transfer of securities, and Aperio reconciles the account following the securities journal. If necessary, Aperio will rebalance the account post reconciliation.

Although an advisor can transfer securities out without first receiving a donation analysis from Aperio, such an approach may not factor in all relevant considerations, such as the impact on tracking error, values-aligned tilts, or any desired factor exposures.

’Tis the season

For many investors, year-end is a season for philanthropy … and tax planning. Although donating appreciated securities to charity is not a new strategy, many investors are still not taking full advantage of it.

Of course, donating appreciated securities from a loss-harvesting account is not the only available tax-efficient giving strategy. However, it remains a compelling option for those looking to make an immediate charitable impact while lowering their tax bill and monitoring other important portfolio objectives.

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Lincoln Fleming, CPA/PFS, CFP, MAcc
Director, Senior Tax Economist
Lincoln is a Director and Senior Tax Economist at BlackRock, where he helps clients focus on the intersection of taxes, investing, and estate planning and the importance of after-tax returns for taxable investors. He also helps to research and deliver innovative tax strategies and solutions for clients.

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