JOHN KOYLE, AIF®
Charitable Giving Strategies in Retirement
Charitable intent and tax efficiency aren't in competition. The right giving strategy does both.
johnkoyle.com  |  plan.johnkoyle.com  |  (208) 915-8400  |  john@redcedarwealth.com

Section 1: Executive Summary

Americans give billions of dollars to charitable organizations each year. Most of that giving happens in the least tax-efficient way possible: writing a check from a bank account or making a credit card donation. For retirees with retirement accounts, appreciated securities, or other tax-advantaged assets, there are giving strategies that accomplish the same charitable outcome with significantly less tax cost, sometimes dramatically less.

The most widely underused of these strategies is the Qualified Charitable Distribution. A QCD allows IRA owners aged 70.5 or older to transfer up to $105,000 per year directly from their IRA to a qualified charity, with the distribution counting toward the annual required minimum distribution but excluded entirely from adjusted gross income. For a retiree who is giving to charity anyway, the QCD is almost always superior to taking the distribution, paying tax on it, and donating the after-tax amount.

Beyond the QCD, retirees have access to Donor Advised Funds that allow the timing separation of the charitable deduction from the actual grant to charity, Charitable Remainder Trusts that provide income during life and a charitable bequest at death, and strategies for donating appreciated securities that avoid capital gains tax while taking a full fair-market-value deduction. Each of these tools has specific applications and specific limitations.

This paper explains each major charitable giving strategy available to retirees, how they interact with RMDs and IRMAA, how to choose among them based on the specific situation, and how to integrate charitable giving into the overall retirement income plan.

Section 2: Why This Matters Now

The combination of the higher standard deduction enacted by the Tax Cuts and Jobs Act of 2017 and the elimination of miscellaneous itemized deductions has significantly reduced the number of taxpayers who itemize deductions. Before 2018, roughly 30% of taxpayers itemized. After 2018, approximately 11% did. For retirees with mortgage payoffs and lower income, the percentage who benefit from itemizing is even lower.

The practical consequence is that many retirees who are making significant charitable contributions are no longer receiving a federal income tax deduction for those contributions. They're above the standard deduction threshold before the charitable giving even begins. The QCD and other strategies addressed in this paper are valuable precisely because they don't depend on itemizing. They reduce taxable income directly, regardless of whether the retiree itemizes.

A retiree taking the standard deduction of $30,750 for a married couple over 65 in 2024 who also donates $15,000 to charity receives no additional tax benefit from the donation if they take the standard deduction. The same $15,000 donated as a QCD directly from the IRA reduces AGI by $15,000, saving taxes at the marginal rate without requiring itemization.

Section 3: The Core Concepts

Qualified Charitable Distributions

A Qualified Charitable Distribution allows an IRA owner aged 70.5 or older to transfer up to $105,000 per year directly from a traditional IRA to a qualified public charity. The key rules: the distribution must go directly from the IRA custodian to the charity without passing through the account holder's hands, the receiving organization must be a qualified public charity under Section 501(c)(3) (donor advised funds and private foundations do not qualify), and the amount transferred is excluded from adjusted gross income.

The IRMAA benefit of QCDs is significant. Because the QCD is excluded from AGI, it does not increase modified adjusted gross income for purposes of Social Security taxability or Medicare premium surcharges. A retiree who would otherwise have an RMD pushing them above an IRMAA threshold can use QCDs to satisfy the RMD while keeping MAGI below the threshold. This benefit alone can be worth thousands of dollars per year in Medicare premium savings.

The annual limit of $105,000 per person is indexed for inflation under SECURE 2.0, the first inflation adjustment to the QCD limit since the strategy became permanent law. For a married couple where both spouses are over 70.5, each spouse can make QCDs up to $105,000 from their own IRA, for a combined household limit of $210,000 per year.

Donor Advised Funds

A Donor Advised Fund is a giving account sponsored by a community foundation, financial institution, or charitable organization. The donor contributes assets to the DAF, receives an immediate charitable deduction for the full contribution amount, and then recommends grants from the DAF to qualified charities over time. The DAF sponsor has legal control of the assets but customarily follows donor recommendations.

The primary tax benefit of a DAF is timing flexibility. A donor who wants to make a large charitable gift in a high-income year, perhaps the year of a business sale or a large Roth conversion, can contribute to the DAF in that high-income year to capture the deduction at the highest available marginal rate, then distribute the grants to charities over subsequent years. The deduction front-loads while the giving can be spread over time.

Contributing appreciated securities directly to a DAF is particularly efficient. The donor receives a deduction for the full fair market value of the securities, and neither the donor nor the DAF pays capital gains tax when the appreciated securities are sold inside the fund. This avoids the capital gains tax that would have been due if the donor had sold the securities and donated the after-tax proceeds.

Charitable Remainder Trusts

A Charitable Remainder Trust is an irrevocable trust that provides income to the donor or other named income beneficiaries for a specified period, typically the lifetimes of the beneficiaries, with the remaining trust assets passing to charity at the end of the term. The donor receives a partial charitable deduction at the time of contribution, calculated as the present value of the charitable remainder interest.

The CRT is most appropriate for donors with highly appreciated assets who want to convert those assets to income without triggering immediate capital gains tax. Appreciated assets contributed to the CRT are sold inside the trust without triggering capital gains, and the proceeds are reinvested. The income stream is taxable as it is received, but the immediate tax on the full capital gain is avoided.

Donating Appreciated Securities

Donating appreciated securities directly to a charity, rather than selling the securities and donating cash, avoids the capital gains tax on the appreciation while producing a deduction for the full fair market value. For long-held positions with significant embedded gains, this can produce dramatically better results than selling.

Consider a stock purchased for $5,000 that is now worth $25,000, with $20,000 of embedded long-term capital gain. Selling the stock, paying 15% capital gains tax, and donating the after-tax proceeds generates a donation of $22,000 and a deduction of $22,000. Donating the stock directly generates a donation of $25,000, a deduction of $25,000, and no capital gains tax. The direct donation is superior by $3,000 in this illustration.

Charitable Giving and RMD Integration

For retirees over 73 who are required to take RMDs, QCDs provide a mechanism to satisfy part or all of the RMD obligation without the distribution counting as taxable income. The RMD for the year is reduced by the QCD amount, and the QCD is excluded from AGI. This is the most tax-efficient way for charitably inclined retirees to satisfy their RMD requirements.

Section 4: What the Research Says

IRS Data on QCD Utilization

IRS data shows that QCD utilization, while growing since the strategy was made permanent in 2015, remains significantly below the levels that would be expected if all eligible charitably inclined retirees used it. Surveys suggest that awareness of the QCD is still limited among retirees and even among some financial advisors, contributing to the underutilization. The strategy's benefits are well established in the tax literature and confirmed by IRS guidance, but widespread awareness has lagged behind.

Giving USA on Charitable Giving Patterns

Giving USA, the annual publication on American charitable giving produced by the Giving USA Foundation and Indiana University Lilly Family School of Philanthropy, documents that individuals over 65 give significantly more to charity per capita than younger cohorts and account for a disproportionate share of total charitable giving. The efficiency of giving strategies for this demographic has significant aggregate impact on charitable organizations.

American Council on Gift Annuities on Charitable Remainder Structures

The American Council on Gift Annuities publishes research on charitable giving vehicles including CRTs and charitable gift annuities. Their work documents the income and tax benefits of planned giving strategies for donors and the funding benefits for charitable organizations. Their actuarial data on payout rates and present value calculations provides the framework for evaluating whether specific charitable remainder structures produce favorable outcomes for specific donor circumstances.

Section 5: The Common Mistakes

Mistake One: Giving Cash When a QCD Is Available

Any retiree over 70.5 with an IRA who is donating cash to qualified charities while also taking RMDs from the IRA should instead be directing those charitable dollars through the QCD. The QCD eliminates the income tax on the RMD amount used for the donation, while a cash donation produces a deduction only if the retiree itemizes. For most retirees taking the standard deduction, the cash donation produces no tax benefit while the QCD produces substantial benefit.

Mistake Two: Donating Cash Instead of Appreciated Securities

Selling appreciated securities to generate cash for a donation, then donating the after-tax cash, triggers capital gains tax unnecessarily. Donating the appreciated security directly achieves a larger deduction, avoids the capital gains tax, and produces the same charitable outcome. For any donation from a taxable brokerage account, the first question should be whether the assets intended for donation have embedded gains that could be given in-kind rather than after liquidation.

Mistake Three: Not Bundling Donations in High-Income Years

Retirees who take the standard deduction in most years but have a high-income year, perhaps from a large Roth conversion or a business sale, may have the opportunity to itemize in that year. Bundling charitable giving into the high-income year, potentially through a large DAF contribution that can then be disbursed over subsequent years, allows the deduction to be captured at the highest marginal rate and in a year when itemizing is beneficial.

Mistake Four: Not Verifying Charity Eligibility for QCDs

QCDs are restricted to qualified public charities under Section 501(c)(3). Donor advised funds, private foundations, supporting organizations, and certain other entities do not qualify. A QCD made to a non-qualifying organization is treated as a taxable distribution from the IRA, eliminating the intended tax benefit. Verify that the recipient organization qualifies before directing a QCD.

Section 6: What a Thoughtful Charitable Giving Plan Looks Like

Start With the QCD for Any RMD-Driven Giving

For retirees over 70.5 with IRAs who intend to give to qualified charities, the QCD should be the default mechanism for all such giving up to the annual limit. Establish the QCD amount each year based on anticipated charitable giving and direct it before the end of the calendar year.

Identify Appreciated Securities in the Taxable Account

Review the taxable brokerage account for positions with significant embedded gains that might be appropriate for charitable gifting. For any planned donation from the taxable account, evaluate whether the in-kind donation of appreciated securities is more efficient than selling and donating cash.

Consider a Donor Advised Fund for Flexibility

If charitable giving is significant and periodic, a DAF provides valuable flexibility to decouple the timing of the deduction from the timing of the grant to charity. Contributing appreciated securities to the DAF before selling them avoids capital gains while maximizing the deduction and giving amount.

Integrate Giving Into the Retirement Income Plan

Charitable giving is part of the retirement spending picture and should be explicitly included in the retirement income plan. The retirement calculator at plan.johnkoyle.com includes charitable giving as part of the monthly spending budget. For retirees using QCDs, the portfolio draw can be reduced by the QCD amount, improving the overall plan's tax efficiency and extending portfolio longevity.

Section 7: Questions to Ask Your Advisor

Question 1: Am I making charitable donations that should be redirected through the QCD strategy?

This question directly identifies the most common and most impactful missed opportunity.

Question 2: Do I have appreciated securities in my taxable account that would be more efficiently donated in-kind rather than sold?

This surfaces the appreciated security donation opportunity and quantifies the capital gains tax savings available.

Question 3: Should I establish a Donor Advised Fund to bundle charitable giving in high-income years?

This question evaluates whether the DAF bundling strategy is appropriate given the retiree's income pattern and charitable intent.

Question 4: How does charitable giving affect my RMD obligation and my MAGI for IRMAA purposes?

This question integrates the charitable giving strategy with the broader income management plan.

Question 5: If charitable giving is a significant component of my estate plan, what structures would make the giving most tax-efficient for both me and the charities I care about?

This question opens the conversation about planned giving vehicles including CRTs, charitable lead trusts, and bequest planning.

Section 9: Use the Calculator

The retirement planning calculator at plan.johnkoyle.com was built to model exactly the dynamics discussed in this paper. The retirement calculator at plan.johnkoyle.com includes charitable giving as part of the monthly spending budget input. For retirees using Qualified Charitable Distributions, those amounts reduce the portfolio withdrawal requirement because they come directly from the IRA rather than from the portfolio. Model your retirement plan with and without the QCD strategy to see how redirecting charitable giving through the IRA affects your projected MAGI, your IRMAA exposure, and your overall after-tax retirement income. The difference can be significant for retirees with both charitable intent and RMD obligations.

Run your own numbers at plan.johnkoyle.com

Section 10: About John Koyle, AIF®

John Koyle, AIF®, is the Co-Founder of Red Cedar Wealth Advisors, headquartered in Pocatello, Idaho. He holds the Accredited Investment Fiduciary (AIF®) designation, awarded by the Center for Fiduciary Studies (Fi360), which signifies completed coursework, a rigorous examination, and ongoing continuing education in fiduciary responsibility and prudent investment practices.

John serves individuals and families in or approaching retirement throughout eastern Idaho, the Pacific Northwest, and across the country via Zoom. Clients work directly with John, not a junior team. Red Cedar Wealth Advisors operates under Osaic Wealth, Inc. (Member FINRA/SIPC) and Osaic Advisory Services, LLC for investment advisory services.

The Five Disciplines. One Foundation.

Every client relationship is built on five integrated disciplines. The proportions shift with the client and the moment. The integration is constant. Most of the actual value sits in how these disciplines connect, not in any single one of them.

Retirement Sustainability

Retirement planning is a discipline that barely existed a generation ago. For most of modern history, people worked until they physically couldn't and then they died, usually fairly close together. The idea that an individual should spend decades saving, then spend decades drawing down those savings, with a plan that accounts for inflation, taxation, sequence risk, healthcare, longevity, and estate transfer, that's maybe forty years old.

Which means almost nobody your age grew up watching their parents do it properly. There's no cultural muscle memory. The advice industry backfilled that gap with rules of thumb that work sometimes and fail catastrophically the rest of the time. The 4% rule. 'You can take Social Security at 62.' 'Target-date funds will handle it.' These are not bad starting points. They are terrible ending points. Real planning is specific, personal, and built on principles that hold up across the full range of outcomes, not just the average one.

Tax Efficiency

The tax code is a set of instructions Congress wrote to shape behavior. Aligning your financial life with those instructions is not aggressive planning. It is the planning. Roth conversion sequencing, capital gains compression on concentrated positions, charitable remainder trusts, Social Security timing, beneficiary coordination. None of these are obscure. They're all legitimate, all written into the code intentionally, and all under-used. Most CPAs handle compliance. The strategy work is a different discipline entirely.

Wealth Transfer

Seventy percent of family wealth doesn't survive two generations. The reason isn't bad markets. The cause is failure to communicate, outdated documents, and no plan for preparing heirs. Beneficiary designations regularly override well-crafted wills. Trust structures created a decade ago no longer match current law or current family. The portfolio that built the wealth isn't the structure that transfers it. The work here is coordinating with your attorney to align documents, beneficiaries, gifting strategies, and trust funding with what you actually want to happen.

Portfolio Performance

Every week, before any portfolio decision, John runs through four layers of market health: economic conditions, market internals, valuations, and sentiment. Each layer gets scored and those scores combine into a composite that maps directly to a portfolio posture, from aggressive on the positive end to defensive on the negative. The work is in the scoring. Once the scoring is done, the positioning follows. That removes one of the most dangerous things in investing: making it up as you go.

Risk Management

The protection gap quietly kills more plans than markets do. A significant net worth paired with inadequate liability coverage is a lawsuit away from a serious problem. Long-term care is more acute: a multi-year care event for one spouse can consume what was meant for the survivor. Most advisors relegate risk to a footnote because insurance conversations are uncomfortable. The math doesn't care. Coverage adequacy, umbrella sizing, long-term care planning, and life insurance structure sit alongside the portfolio in any complete plan.

Six Beliefs

These are the principles behind every plan John builds.

01. Sequence risk often kills more plans than return assumptions do. The order of returns matters more than the average. Two retirees with identical 7% average returns can end up in completely different places depending on when those returns arrive. A bad first decade of retirement can end a plan that would have worked fine with the same average distributed differently.
02. Price determines return. The decade you start in is most of the story. Buy stocks at a CAPE of 10 and you get a good decade. Buy them at 35 and you get a decade of treading water. Starting valuation is the single best predictor of 10-year returns, better than any forecaster, any guru, or any fund manager.
03. The best Roth conversion year is the one you almost didn't do. The years between retirement and required minimum distributions are often the lowest-income window of a lifetime. Missing that window costs hundreds of thousands of dollars in lifetime taxes. Most people miss it because it feels optional. It isn't.
04. Concentration builds wealth. Diversification protects it. Most wealth gets built through concentration in one thing done well. A business. A career. A property. Keeping wealth requires the opposite discipline. The same concentration that made you rich will unmake you if you don't rotate out of it.
05. The surviving spouse moves to single filing. Same income, higher bracket. Married filing jointly has wider brackets than single. When the first spouse passes, the survivor keeps most of the income and loses half the brackets. This is the widow's tax trap, and it's one of the most under-planned events in retirement.
06. A process you follow beats a hunch you got right once. Everybody's a genius in a bull market. The work of a real advisor shows up in the years nobody remembers fondly. A process is what keeps you from confusing a long bull run with actual skill. It's also what keeps you invested when everything in your body wants to sell at the bottom.

To begin a conversation, visit johnkoyle.com, use the retirement planning calculator at plan.johnkoyle.com, or reach John directly at john@redcedarwealth.com or (208) 915-8400. Initial consultations are complimentary and carry no obligation.

Charitable Strategy Decision Guide
Giving from IRA + over 70.5: QCD is almost always optimal. Large one-time deduction needed: Donor Advised Fund. Appreciated securities + income need: Charitable Remainder Trust. Cash gift + itemizing: direct donation. Cash gift + standard deduction: consider bundling into DAF
References
Sources cited throughout this paper are provided for educational context and verification. Inclusion of any third-party source does not imply endorsement by John Koyle or Red Cedar Wealth Advisors. Readers are encouraged to consult primary sources directly.
Important Disclosures
This white paper is published by John Koyle and Red Cedar Wealth Advisors for informational and educational purposes only and does not constitute personalized financial, tax, or legal advice. Nothing in this paper should be construed as a solicitation, offer, or recommendation to buy or sell any security, or to adopt any particular investment or tax strategy.
Tax laws are complex and subject to change. The references to federal tax brackets, contribution limits, retirement plan rules, Social Security provisions, Medicare premium thresholds, and other regulatory figures reflect the legal landscape as understood at the time of writing and may change. Clients should consult their own tax and legal professionals before acting on any strategy discussed.
Investing involves risk, including the possible loss of principal. Past performance is not indicative of future results, and there can be no assurance that any investment strategy will achieve its objectives. No content in this paper is a prediction or projection of future performance.
References to third-party sources, studies, authors, and institutions are provided for context and verification; their inclusion does not imply endorsement, and neither John Koyle nor Red Cedar Wealth Advisors is responsible for the content of third-party materials.
Hypothetical examples contained in this paper are for illustrative purposes only. They do not represent the results of any specific investment and should not be interpreted as projections or predictions of future outcomes.
Regulatory Disclosures
Securities and investment advisory services are offered through Osaic Wealth, Inc., member FINRA/SIPC. Investment advisory services are also offered through Osaic Advisory Services, LLC. Osaic Wealth and Osaic Advisory Services are separately owned and other entities and/or marketing names, products, or services referenced here are independent of Osaic Wealth and Osaic Advisory Services.
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Contact Information
John Koyle, AIF® | Red Cedar Wealth Advisors | Pocatello, Idaho