Taxes

Wealth & Purpose: How to Use Charitable Giving to Reduce Taxes and Build Legacy

By 
John Foligno, CMC®
John has nearly 30 years of professional work and coaching/mentoring experience, which includes over 10 years of running his own business. Through empathy, active listening, and thoughtful counsel, he lives his personal mission by inspiring people to overcome the roadblocks that prevent them from accomplishing their goals and helps them to find enlightenment, fulfillment, and financial well-being. He specializes in supporting business owners and professionals, although he enjoys working with all manner of people. John attended Syracuse University - Martin J. Whitman School of Management and earned a Bachelor's of Science, Finance, Marketing (double major), Economics (minor).

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For many high-net-worth individuals, philanthropy is more than an act of generosity — it’s an extension of legacy, purpose, and values. Yet the most effective charitable giving isn’t just about writing a check. With a thoughtful strategy, you can support the causes you care about while reducing your tax liability and strengthening your overall wealth plan.

Charitable giving strategies such as Donor-Advised Funds, Qualified Charitable Distributions, and gifts of appreciated securities offer powerful ways to optimize tax efficiency while amplifying your impact. Let’s explore how each of these approaches can enhance your philanthropy and your financial outcomes.

Establish a Donor-Advised Fund to Combine Flexibility and Tax Efficiency

A Donor-Advised Fund (DAF) is a popular charitable giving vehicle for affluent families seeking both flexibility and control. By contributing a lump sum to a DAF, you can “bunch” several years’ worth of charitable donations into a single tax year, potentially surpassing the standard deduction and unlocking a larger charitable deduction.

You receive the immediate tax deduction in the year you fund the DAF — even if you choose to distribute grants over time. Meanwhile, assets within the DAF grow tax-free, allowing your charitable capital to compound for future giving.

For high-income earners who experience fluctuating income years (for example, after a business sale, vesting event, or liquidity event), a DAF offers an excellent way to offset taxable income while establishing a sustainable, long-term giving strategy aligned with your philanthropic vision.

Use Qualified Charitable Distributions (QCDs) from Your IRA

If you’re over age 70½, a Qualified Charitable Distribution (QCD) provides an elegant, tax-efficient solution for charitable giving. By directing funds from your Individual Retirement Account (IRA) directly to a qualified charity, you can satisfy your Required Minimum Distribution (RMD) without increasing your taxable income.

This strategy can reduce the amount of Social Security subject to taxation, lower Medicare premium surcharges, and minimize the impact on other tax-sensitive areas of your financial plan. For retirees with significant IRA balances, QCDs serve as a seamless way to convert retirement assets into charitable legacies — without triggering additional tax burdens.

Donate Appreciated Securities to Avoid Capital Gains Tax

For investors with substantial holdings in equities or mutual funds, donating appreciated securities can be a highly effective charitable strategy. Instead of selling the asset and paying capital gains taxes, you can transfer the security directly to a qualified nonprofit or DAF. 

By doing so, you’ll receive a fair market value deduction for the full amount of the gift (if you itemize deductions) and eliminate capital gains taxes on the appreciation. Another compelling reason for this strategy is it can allow you to give a larger gift than if you sold the stock and donated the cash proceeds.

This approach is especially beneficial for high-net-worth investors with highly appreciated positions or concentrated stock portfolios. It allows you to diversify your holdings, rebalance your portfolio, and fulfill philanthropic goals — all while enhancing your after-tax wealth.

Integrating Charitable Giving into a Broader Wealth Strategy

Sophisticated philanthropy isn’t just about minimizing taxes — it’s about aligning your wealth with your values. Integrating charitable giving into your broader estate, tax, and investment strategy can help you achieve multiple objectives: preserving wealth for future generations, reducing estate taxes, and creating an enduring philanthropic legacy.

Ready to Build a Legacy That Creates Meaning and Tax Savings?

Your wealth has the power to create lasting impact — for your family, your community, and the causes you believe in. By incorporating tax-efficient charitable strategies into your financial plan, you can elevate both your generosity and your results.

Working with an experienced fiduciary wealth advisor can help you determine the best combination of tools — from DAFs and charitable trusts to private foundations and QCDs — based on your financial profile, liquidity needs, and long-term goals.

This article reflects the insights and opinions of its author and is not a recommendation or endorsement of their views or services.

About the Author

Headshot of John Foligno, CMC®
John Foligno, CMC® Providing tax-efficient financial counsel to professionals and business owners.

John Foligno, CMC® | Grand Life Financial

To make Wealthtender free for readers, we earn money from advertisers, including financial professionals and firms that pay to be featured. This creates a conflict of interest when we favor their promotion over others. Read our editorial policy and terms of service to learn more. Wealthtender is not a client of these financial services providers.
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