As Thanksgiving approaches and Giving Tuesday follows, many of us feel inspired to give back to our community. It’s a season of gratitude and generosity. One meaningful way to give back is by incorporating charitable giving in your estate plan. Not only does this allow you to support the causes you care about, but it can also offer personal benefits like tax savings and a lasting legacy for your family. In this post, I’ll explore how giving back through your estate plan can be a win-win – helping those in need while also benefiting your own financial and estate planning goals.
As with all content on this website, this article is educational in nature, and is not to be relied upon as legal advice. Consult an attorney for counsel specific to your situation.

Charitable Giving in Your Estate Plan: Why It Matters
Including charitable giving as part of your estate planning has multiple rewards. First and foremost, you get the satisfaction of supporting causes that matter to you – whether that’s feeding hungry families, protecting animals, or furthering education. You also set an example for your loved ones, creating a legacy of generosity that can inspire future generations. From a financial perspective, gifts to qualified charities are typically tax-deductible and excluded from your taxable estate, which means they can reduce any potential estate tax your heirs might face. In fact, the value of charitable gifts can be deducted from your estate for tax purposes, allowing more of your assets to go to good work rather than taxes.
Charitable giving can take place during your lifetime or after. In both cases, there are strategic ways to maximize the impact. Let’s look at some of the most common methods of giving and how they fit into a smart estate plan.
Tax-Free Gifts During Your Lifetime
One way to practice generosity and pare down your estate is by making tax-free gifts while you’re alive. The IRS allows certain tax exclusions for gifts each year. Here are some key limits for 2025 to keep in mind:
- Annual exclusion gifts: You can give up to $19,000 per year to any number of individuals without incurring gift tax or needing to file a gift tax return. If you’re married, you and your spouse can “split” gifts – effectively allowing combined gifts up to $38,000 per recipient each year, tax-free.
- Tuition and medical payments: In addition to the annual exclusion, you may pay an unlimited amount for someone’s tuition or medical expenses if you pay the institution or provider directly. These payments do not count against your $19,000 gift limit and carry no gift tax consequences.
- Spousal gifts: Unlimited gifts to a U.S. citizen spouse (if your spouse is not a U.S. citizen, the annual limit is $190,000 in 2025).
- Charitable gifts: Gifts to qualified charities are unlimited and tax-free. You can give any amount to a charity during your life (or at death) without gift or estate tax.
Making lifetime gifts can reduce the size of your estate, which may be useful if you’re concerned about future estate taxes. However, remember that once you give an asset away, it’s no longer available to you. Be sure you won’t need those assets later for your own support before making large gifts.
For maximum tax efficiency, consider gifting cash or assets with little appreciation during your lifetime, and keep highly appreciated assets until death to take advantage of the step-up in basis (which wipes out capital gains on those assets for your heirs).
Outright Charitable Gifts: A Win-Win for You and Your Cause
Donating directly to charities is one of the simplest ways to give back, and it can be done during your life or through your estate plan. When you make an outright gift to a qualified charity, you not only support a cause close to your heart – you also unlock some great benefits for yourself:
- Income tax deduction: Gifts to IRS-recognized charities can qualify for a charitable deduction on your income tax return (when made during your lifetime). The amount of the deduction will depend on what you give and the type of charity, but it can potentially reduce your tax bill. If you donate appreciated assets (for example, stocks that have increased in value), you generally can deduct their full fair market value and avoid the capital gains tax that you would owe if you sold them yourself. The charity, being tax-exempt, pays no tax on the sale either – meaning more of the value goes to the cause.
- Estate tax reduction: Charitable gifts are fully deductible from your estate for estate tax purposes. Every dollar you leave to a qualified charity is a dollar that won’t be subject to estate tax. For individuals with large estates, this is a powerful way to reduce or even eliminate estate tax, all while benefiting a good cause.
- Simplicity: It’s easy to include a charity in your will or trust. You can leave a specific dollar amount, a percentage of your estate, or even particular assets to a charity. For example, you might state in your will that a local food bank should receive $50,000, or you could designate a charity to receive whatever is left after your other beneficiaries are provided for. If you have a revocable living trust, you can similarly name a charity as a beneficiary of trust assets. These are straightforward ways to create a legacy gift.
Tip: A very efficient way to make an estate gift to charity is by naming the charity as a beneficiary of your retirement account (such as an IRA or 401(k)) or life insurance policy. This approach bypasses probate and ensures the asset goes directly to the charity. It also has tax advantages – for instance, heirs who inherit a traditional IRA must pay income tax on distributions, but a charity that inherits your IRA can use every penny tax-free since charities don’t pay income tax. Thus, many people choose to leave retirement funds to charity and other assets to family.
If you’re considering larger or more complex charitable gifts, it’s wise to coordinate with your financial advisor or tax preparer. There are limits on how much of your charitable donations you can deduct each year (based on a percentage of your income), and rules differ depending on whether you’re giving cash, stock, real estate, etc. A professional can help you maximize your deductions and comply with IRS guidelines.
Charitable Trusts: Giving Back While Keeping an Income
Charitable Trusts in Your Estate Plan
Perhaps you like the idea of donating to charity but still want an income for yourself or a family member. A charitable remainder trust (CRT) allows you to do exactly that. You transfer assets into an irrevocable trust that will eventually go to charity, but in the meantime, the trust pays out an annual income to you (and/or another beneficiary you choose).
A CRT can be structured to pay a fixed dollar amount each year (annuity trust) or a fixed percentage of the trust assets each year (unitrust). You receive this income for a specified term (up to 20 years) or for life. When the term is over, the remaining trust assets go to the designated charity.
Benefits of a CRT: You get an immediate income tax deduction for the calculated value of the future gift to charity. If you fund the trust with appreciated assets, the trust can sell them without immediate capital gains tax – meaning you effectively spread out and defer the capital gains as you receive the income over time. Plus, assets in the CRT are removed from your estate (reducing estate taxes), and if your spouse is an income beneficiary, that portion can also qualify for the marital deduction as well.
Keep in mind, a CRT is irrevocable and comes with some IRS rules (for example, the charity’s remainder interest generally must be at least 10% of the initial contribution). Once you set it up, you can’t change the terms or beneficiaries, so it’s important to plan carefully. Many people choose to have an independent trustee manage the trust (some charities will even help with this) to ensure everything runs smoothly. In the right situation, a charitable trust is a powerful way to support a cause you care about while also securing income and tax advantages for yourself.
Giving Back to the Community: Chicago Charities to Consider
Charitable giving isn’t just about tax deductions – it’s about making a difference. If you’re looking for causes to support this Thanksgiving or as part of your estate plan, consider some of Chicago’s top charities and nonprofits that are doing incredible work in our community. Here are a few organizations (among many) worth knowing about:
- The Chicago Community Trust – Chicago’s community foundation.
- Greater Chicago Food Depository – Chicago’s major food bank fighting hunger.
- Cara Program (Cara Collective) – Job training and placement for adults affected by poverty.
- PAWS Chicago – A no-kill animal shelter and adoption organization.
- Chicago Public Library Foundation – Supports Chicago Public Library programs.
- GirlForward – Empowers refugee and immigrant girls through mentorship and education.
- Chicago Cares – Mobilizes volunteers for community service projects.
- Alliance for the Great Lakes – Protects and preserves the Great Lakes.
- Center on Halsted – The Midwest’s largest LGBTQ+ community center.
- Chicago Coalition for the Homeless – Advocacy and support for people experiencing homelessness.
- Gilda’s Club Chicago – Free support for those impacted by cancer and their families.
- Care for Real – Provides food, clothing, and referrals to individuals in need.
- Working Bikes – Donates refurbished bicycles to people locally and globally.
- Chicago CRED – Violence prevention initiative providing at-risk youth with jobs and mentoring.
- Collaboraction – Uses theater and art to inspire social change.
- Nourishing Hope – Formerly Lakeview Pantry, offering food and mental health services to Chicagoans in need.
- The Anti-Cruelty Society – An animal welfare organization providing pet adoptions, veterinary care, and community programs.
Whether you donate money, volunteer your time, or include one of these organizations in your estate plan, supporting a local charity strengthens our community. Every act of generosity counts, no matter the size.
Conclusion: Plan Today to Give Tomorrow
Integrating charitable giving into your estate plan is a beautiful way to celebrate the spirit of Thanksgiving all year round. You can take care of your loved ones and honor your personal values at the same time. With smart planning, your generosity can provide you with tax benefits now and reduce potential taxes later, all while making a real difference for others.
If you’d like personalized guidance on the best giving strategies for your situation, Palley Law is here to help. Schedule a consultation and start crafting an estate plan that reflects what matters most to you. The firm’s professional yet friendly approach will put you at ease. Let’s work together to ensure your thanks and giving go hand in hand – protecting your family’s future and leaving a legacy you can be proud of.
