Don't Just Give, Give Smarter
Many people give to charities at the end of the year in a mad scramble that ends up leaving tax benefits on the table. There's a better way. Here are three beginning-of-the-year tips to benefit your causes and cut your taxes too.
Profit and prosper with the best of Kiplinger's advice on investing, taxes, retirement, personal finance and much more. Delivered daily. Enter your email in the box and click Sign Me Up.
You are now subscribed
Your newsletter sign-up was successful
Want to add more newsletters?
Delivered daily
Kiplinger Today
Profit and prosper with the best of Kiplinger's advice on investing, taxes, retirement, personal finance and much more delivered daily. Smart money moves start here.
Sent five days a week
Kiplinger A Step Ahead
Get practical help to make better financial decisions in your everyday life, from spending to savings on top deals.
Delivered daily
Kiplinger Closing Bell
Get today's biggest financial and investing headlines delivered to your inbox every day the U.S. stock market is open.
Sent twice a week
Kiplinger Adviser Intel
Financial pros across the country share best practices and fresh tactics to preserve and grow your wealth.
Delivered weekly
Kiplinger Tax Tips
Trim your federal and state tax bills with practical tax-planning and tax-cutting strategies.
Sent twice a week
Kiplinger Retirement Tips
Your twice-a-week guide to planning and enjoying a financially secure and richly rewarding retirement
Sent bimonthly.
Kiplinger Adviser Angle
Insights for advisers, wealth managers and other financial professionals.
Sent twice a week
Kiplinger Investing Weekly
Your twice-a-week roundup of promising stocks, funds, companies and industries you should consider, ones you should avoid, and why.
Sent weekly for six weeks
Kiplinger Invest for Retirement
Your step-by-step six-part series on how to invest for retirement, from devising a successful strategy to exactly which investments to choose.
When it comes to tax planning, there are few more emotionally charged decisions than those around charitable giving. People tend to have deep, personal attachments to the causes they support and may have been donating to their chosen charity for years or even decades. They see their donations as a vital way to give back to society and to feel connected to a broader community, whether it be on a local, national or even spiritual level.
Any good financial adviser understands that it’s hard for clients to make a pragmatic cost-benefit analysis around such personal decisions. However, it’s our responsibility to make sure that clients understand how to optimize their charitable donations and ensure that they’re getting the most bang for their buck, both for their charitable causes and their own personal tax benefit. And there’s no better time to do that than at the beginning of the year, after the mad scramble around the holidays has died down.
This task of deciding where and how to give has become more important, and more complex, as a result of the Tax Cuts and Jobs Act of 2017, which reduced a key incentive for charitable giving. The near-doubling of the standard deduction for joint-filing married couples (it stands at $24,800 in 2020) means that many families no longer get a benefit from itemizing their deductions, of which charitable giving has traditionally been a significant component. Only around 16 million households are estimated to have itemized their deductions in 2018, down from 37 million previously.
From just $107.88 $24.99 for Kiplinger Personal Finance
Become a smarter, better informed investor. Subscribe from just $107.88 $24.99, plus get up to 4 Special Issues
Sign up for Kiplinger’s Free Newsletters
Profit and prosper with the best of expert advice on investing, taxes, retirement, personal finance and more - straight to your e-mail.
Profit and prosper with the best of expert advice - straight to your e-mail.
There are early signs that charities are suffering the effects of this change. Individual giving fell 1.1% in 2018 to $292 billion, or by 3.4% adjusted for inflation, according to Giving USA 2019: The Annual Report on Philanthropy for the Year 2018. Giving by individuals declined from 70% of total giving to 68% that year.
Seeing these dwindling charitable donations makes me even more motivated to explain the options that exist for people to donate in a tax-efficient way, so long as they’re willing to plan ahead. A lot of times, families are sticking with their old way of doing things without realizing that a change in strategy can help their charities and reduce their tax bill.
Here are three tax strategies that individuals and families can adopt at any point in the year to make the most of their end-of-year charitable giving:
Bunch your donations
Most philanthropically minded taxpayers should be considering bunching two years’ worth of donations into a single tax year and giving every other year rather than giving the same amount annually. This has always been a viable tax strategy, but the drastic rise in the standard deduction has made it relevant for a much broader swath of households.
Consider a family that has potential deductions of $10,000 in mortgage interest payments, $8,000 in property taxes, and wants to give $5,000 to charity. On an annual basis, the family wouldn’t have enough deductions to break through the standard deduction threshold and so would get zero tax benefit from their donations. By bunching two years’ worth of their $5,000 donation into the same tax year, they would exceed the standard deduction level by $3,200 and thus be able to reduce their taxable income by that amount.
Give from your retirement fund
Since seniors often own their home outright and thus don’t deduct mortgage interest, they’re even less able to achieve tax benefits through itemized deductions. They do have a powerful alternative in qualified charitable distributions (QCDs). If you’re taking required minimum distributions, it can be advantageous for charitable giving to come out of your IRA account as QCDs.
These distributions, which were made permanent in 2015 as part of the Protecting Americans from Tax Hikes (PATH) Act, allow retirees to avoid paying income tax on distributions of up to $100,000 and can satisfy their minimum distribution requirement. The donations get transferred straight from the IRA to a qualified charity, and the income never shows up on their 1040. This strategy has a secondary benefit of reducing adjusted gross income (AGI), which can impact Medicare premiums and the taxability of Social Security benefits.
Give appreciated securities, not cash
The longest U.S. stock market bull run in history has left a lot of people’s brokerage accounts inflated with unrealized gains. These profits are a great source of charitable gifts, but it’s usually a big mistake to sell the stock and write checks to charities with the proceeds. The moment you sell the stock, you’ll have to pay capital gains tax on the profit.
For significant annual donations of $1,000 or more, you may be far better off to transfer the long-term appreciated stock directly to the entity you want to support. The gain simply disappears, leaving neither you nor the charity on the hook for it. The one catch is that this doesn’t lend itself to a last-minute scramble to organize your donations at the end of December. It generally takes time to prepare the groundwork — for example, making sure your qualified charity has a brokerage account, arranging the transfer, and allowing time for the transfer to go through. Give yourself a few months or more or, better yet, ask those questions now, at the beginning of the year, when the people who run the charity might be in less of a rush themselves.
If you’re giving consistently to charity, it means you’ve given thought to who you want to support and why. It only makes sense, then, to give a little more thought to how you support them, too.
Profit and prosper with the best of Kiplinger's advice on investing, taxes, retirement, personal finance and much more. Delivered daily. Enter your email in the box and click Sign Me Up.

Jaime Eckels, CFP, has been helping clients achieve their financial goals for 20 years and specializes in developing savings behaviors, implementing debt-reduction strategies, analyzing client cash flows, defining investment policy, determining portfolio allocations, minimizing income taxes and maximizing client balance sheets.
-
5 Investing Rules You Can Steal From MillennialsMillennials are reshaping the investing landscape. See how the tech-savvy generation is approaching capital markets – and the strategies you can take from them.
-
The Tool You Need to Avoid a Post-Divorce Administrative NightmareLearn why a divorce decree isn’t enough to protect your retirement assets. You need a QDRO to divide the accounts to avoid paying penalties or income tax.
-
When Estate Plans Don't Include Tax Plans, All Bets Are OffEstate plans aren't as effective as they can be if tax plans are considered separately. Here's what you stand to gain when the two strategies are aligned.
-
When Estate Plans Don't Include Tax Plans, All Bets Are Off: 2 Financial Advisers Explain WhyEstate plans aren't as effective as they can be if tax plans are considered separately. Here's what you stand to gain when the two strategies are aligned.
-
Counting on Real Estate to Fund Your Retirement? Avoid These 3 Costly MistakesThe keys to successful real estate planning for retirees: Stop thinking of property income as a reliable paycheck, start planning for tax consequences and structure your assets early to maintain flexibility.
-
I'm a Financial Planner: These Small Money Habits Stick (and Now Is the Perfect Time to Adopt Them)February gets a bad rap for being the month when resolutions fade — in fact, it's the perfect time to reset and focus on small changes that actually pay off.
-
Social Security Break-Even Math Is Helpful, But Don't Let It Dictate When You'll FileYour Social Security break-even age tells you how long you'd need to live for delaying to pay off, but shouldn't be the sole basis for deciding when to claim.
-
I'm an Opportunity Zone Pro: This Is How to Deliver Roth-Like Tax-Free Growth (Without Contribution Limits)Investors who combine Roth IRAs, the gold standard of tax-free savings, with qualified opportunity funds could enjoy decades of tax-free growth.
-
I'm a Wealth Adviser Obsessed With Mahjong: Here Are 8 Ways It Can Teach Us How to Manage Our MoneyThis increasingly popular Chinese game can teach us not only how to help manage our money but also how important it is to connect with other people.
-
Global Uncertainty Has Investors Running Scared: This Is How Advisers Can Reassure ThemHow can advisers reassure clients nervous about their plans in an increasingly complex and rapidly changing world? This conversational framework provides the key.
-
I'm a Real Estate Investing Pro: This Is How to Use 1031 Exchanges to Scale Up Your Real Estate EmpireSmall rental properties can be excellent investments, but you can use 1031 exchanges to transition to commercial real estate for bigger wealth-building.