• Home
  • Latest
  • Fortune 500
  • Finance
  • Tech
  • Leadership
  • Lifestyle
  • Rankings
  • Multimedia

Trendingnow

1

Microsoft AI chief gives it 18 months—for all white-collar work to be automated by AI

2

Former top Russian official admits the country is over Putin and can 'imagine a future without him' — even elites bail as Kremlin seizes their assets 

3

Meet the 20-year-old CEO who launched a company in high school to solve Gen Z's entry-level job crisis

1

Microsoft AI chief gives it 18 months—for all white-collar work to be automated by AI

2

Former top Russian official admits the country is over Putin and can 'imagine a future without him' — even elites bail as Kremlin seizes their assets 

3

Meet the 20-year-old CEO who launched a company in high school to solve Gen Z's entry-level job crisis
Personal FinanceTaxes

Did you receive a higher-than-expected tax bill from the IRS? Here are 3 strategies to bridge the gap

Preston Fore
By
Preston Fore
Preston Fore
Success Reporter
Down Arrow Button Icon
Preston Fore
By
Preston Fore
Preston Fore
Success Reporter
Down Arrow Button Icon
February 7, 2025, 3:01 AM ET
A person holding a pile of forms looking at their computer.
Getty Images

Tax season is here, and millions of filers will soon be shocked to discover that they owe more money to the IRS than was withheld from their sources of income in 2024.

Recommended Video

Money from an inheritance, a gift, that freelance job you forgot about, or the sale of investment assets like stocks or cryptocurrency can feel like a nice bonus during the year, but nearly all sources of income are taxable—and they are reported to the IRS. 

Sure, everyone should try to keep on top of tax planning as part of their budgeting process, but earning extra income or receiving an unexpected windfall can make it challenging to correctly estimate your tab with the IRS. 

“You don’t have the option of calling the IRS up and crying poverty because they can figure out you have a house, you have securities, so you have to pay your taxes,” says Edward McCaffery, professor of law, economics, and political science at the University of Southern California’s Gould School of Law. 

It’s not uncommon for people to get a higher-than-expected tax bill, but financially mindful individuals have plenty of ways to cope. If you’ve been taken by surprise, here are things to watch out for as you mitigate your misfortune.

3 ways to pay for an unexpected tax bill

Discovering at the last minute that you owe additional taxes can be frustrating, but Jonathan Kessler, executive vice president and head of credit & cash management solutions at PNC Private Bank, suggests that you stop procrastinating and find the funds sooner rather than later. 

“You always know you’re going to have to pay taxes,” says Kessler. “Other than death, that’s the one certainty in life.” 

Kessler advises that you’ve got three options: pay with cash, liquidate investments, or use credit. We would add that anyone with complicated situations should work with a licensed tax professional to ensure all calculations and filings are accurate and submitted on time.

Pay with cash

If you have cash savings available, paying the IRS directly is the quickest and easiest strategy. Kessler says using cash reserves is not necessarily a bad idea, but it could drain your emergency fund or the money you count on for expenses—or might even be better deployed for unexpected business or investment opportunities. 

“It’s fine to use your cash to pay your tax bill, but you certainly want to maintain flexibility for other unexpected things or opportunities that come along,” he adds.

Liquate investments

Liquidating investment assets is another strategy for paying your additional taxes—although the sale of Bitcoin or stock could be why you owe additional taxes to the IRS in the first place. And that’s why you keep in mind the tax implications of liquidating investment assets to pay an impending tax bill. 

“Selling securities, well, that’s certainly an option,” says Kessler. “However, when you sell appreciated stock, guess what? You’re going to create another tax bill for next year.”

Even if this option means higher taxes next year, it also presents a great time to analyze your investment strategy. Look and see if you can sell off losing investments to avoid capital gains tax next year—and rebalance your portfolio while you’re at it. 

Read more from Fortune

  • The best high-yield savings accounts offer APYs up to 5%. Here are the best rates for today, February 27, 2025.
  • Need help managing your money? Here’s how to understand the difference between financial advisors and wealth managers.
  • Discover today’s highest CD rates, up to 4.50% for February 27, 2025.
  • One in five eligible taxpayers don’t take advantage of this valuable tax credit, according to the IRS.
  • Airfare guru Scott Keyes shares his tips on booking cheap flights: Flexibility is your greatest ally
  •  

    Borrow money

    Using a credit card is not a good option. However, opening a line of credit secured by an investment portfolio is an option for well-heeled individuals. It can save you from selling investment assets at inopportune market moments—or ending up with a capital gains tax bill next year.

    “If you’re rich enough to borrow, you’re avoiding the need to pay taxes on the cash you use to live off of and assets that are growing at a faster rate than your debt is accruing,” says McCaffery.

    With this kind of line of credit, interest is only paid on the amount drawn, much like a home equity line of credit (HELOC). Kessler warns that borrowing money from a line of credit is not always simple, although done right it can be financially beneficial. 

    If your investments grow at a faster rate than the interest you’re charged, this strategy can be very appealing. But it also requires more attention from borrowers, as market volatility could mean adding collateral to back your line of credit. 

    Before agreeing to any line of credit, talk with a financial professional about the potential benefits and risks, including how much control over your investments you might be handing over to a lender.

    The takeaway

    When it comes to paying taxes or accounting for other unexpected expenses, there is no one-size-fits-all solution. The method that makes sense financially for you one year could not be so smart the next.

    If you have investment losses to harvest as tax benefits, this could be the perfect application. But it’s always worth considering whether recovery is in the cards for your portfolio, making a securities line of credit more promising. 

    McCaffery coined the term “buy, borrow, die,” a concept that describes how the wealthy use the tax system to their advantage. He advises taxpayers to educate themselves on smarter financial strategies to cope with things like a higher-than-expected tax bill.  

    Above all, consider talking to a professional for ongoing tax assistance. That can help you avoid unexpected expenses that disrupt your financial well-being in the first place.

    More on personal finance:

    • Americans trust AI more than a CPA to do their taxes, according to new research
    • Why are mortgage rates still so high? There’s something more important than Fed policy at work
    • Your tax refund could be in danger thanks to the ongoing shortage of accountants
    The Fortune 500 Innovation Forum will convene Fortune 500 executives, U.S. policy officials, top founders, and thought leaders to help define what’s next for the American economy, Nov. 16-17 in Detroit. Apply here.
    About the Author
    Preston Fore
    By Preston ForeSuccess Reporter
    LinkedIn iconTwitter icon

    Preston Fore is a reporter on Fortune's Success team.

    See full bioRight Arrow Button Icon

    Latest in Personal Finance

    Finance
    Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
    By Fortune Editors
    October 20, 2025
    Finance
    Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
    By Fortune Editors
    October 20, 2025
    Finance
    Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
    By Fortune Editors
    October 20, 2025
    Finance
    Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
    By Fortune Editors
    October 20, 2025
    Finance
    Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
    By Fortune Editors
    October 20, 2025
    Finance
    Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
    By Fortune Editors
    October 20, 2025

    Most Popular

    Finance
    Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
    By Fortune Editors
    October 20, 2025
    Finance
    Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
    By Fortune Editors
    October 20, 2025
    Finance
    Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
    By Fortune Editors
    October 20, 2025
    Finance
    Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
    By Fortune Editors
    October 20, 2025
    Finance
    Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
    By Fortune Editors
    October 20, 2025
    Finance
    Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
    By Fortune Editors
    October 20, 2025
    Fortune Secondary Logo
    Rankings
    • 100 Best Companies
    • Fortune 500
    • Global 500
    • Fortune 500 Europe
    • Most Powerful Women
    • World's Most Admired Companies
    • See All Rankings
    • Lists Calendar
    Sections
    • Finance
    • Fortune Crypto
    • Features
    • Leadership
    • Health
    • Commentary
    • Success
    • Retail
    • Mpw
    • Tech
    • Lifestyle
    • CEO Initiative
    • Asia
    • Politics
    • Conferences
    • Europe
    • Newsletters
    • Personal Finance
    • Environment
    • Magazine
    • Education
    Customer Support
    • Frequently Asked Questions
    • Customer Service Portal
    • Privacy Policy
    • Terms Of Use
    • Single Issues For Purchase
    • International Print
    Commercial Services
    • Advertising
    • Fortune Brand Studio
    • Fortune Analytics
    • Fortune Conferences
    • Business Development
    • Group Subscriptions
    About Us
    • About Us
    • Press Center
    • Work At Fortune
    • Terms And Conditions
    • Site Map
    • About Us
    • Press Center
    • Work At Fortune
    • Terms And Conditions
    • Site Map
    • Facebook icon
    • Twitter icon
    • LinkedIn icon
    • Instagram icon
    • Pinterest icon

    Latest in Personal Finance

    greg
    Personal FinanceAviation
    Mamdani’s New York is coming to tax your private jet. Here’s how to prepare
    By Greg RaiffMay 16, 2026
    23 hours ago
    Berkshire triples Alphabet stake and buys Delta stock while dumping Amazon in Greg Abel’s first quarter as CEO
    InvestingBerkshire Hathaway
    Berkshire triples Alphabet stake and buys Delta stock while dumping Amazon in Greg Abel’s first quarter as CEO
    By Josh Funk and The Associated PressMay 15, 2026
    1 day ago
    Kevin Warsh, U.S. President Donald Trump's nominee for Chair of the Federal Reserve, is sworn in to testify during his Senate Committee on Banking, Housing, and Urban Affairs confirmation hearing in the Dirksen Senate Office Building on April 21, 2026 in Washington, DC.
    EconomyFed interest rates
    Dominoes are steadily falling in the path of the rate cuts Trump wants to see from Kevin Warsh
    By Eleanor PringleMay 15, 2026
    2 days ago
    Harrison Ford wearing a bow tie
    SuccessWealth
    Before ‘Star Wars’ made him a multimillionaire, Harrison Ford struggled to make ends meet—so he spent 15 years working a trades side-gig
    By Preston ForeMay 15, 2026
    2 days ago
    newsom
    Personal FinanceCalifornia
    Gavin Newsom blasts Trump and Bessent as ‘dumb and dumber’ while unveiling $350 billion state budget
    By Trân Nguyễn and The Associated PressMay 15, 2026
    2 days ago
    new mexico
    North AmericaNew Mexico
    New Mexico is raking in oil profits from Iran War, gaining $59 million for every $1 added to the price of a barrel
    By Morgan Lee and The Associated PressMay 15, 2026
    2 days ago

    Most Popular

    Microsoft AI chief gives it 18 months—for all white-collar work to be automated by AI
    AI
    Microsoft AI chief gives it 18 months—for all white-collar work to be automated by AI
    By Jake AngeloMay 16, 2026
    20 hours ago
    Former top Russian official admits the country is over Putin and can 'imagine a future without him' — even elites bail as Kremlin seizes their assets 
    Politics
    Former top Russian official admits the country is over Putin and can 'imagine a future without him' — even elites bail as Kremlin seizes their assets 
    By Jason MaMay 16, 2026
    10 hours ago
    Meet the 20-year-old CEO who launched a company in high school to solve Gen Z's entry-level job crisis
    Future of Work
    Meet the 20-year-old CEO who launched a company in high school to solve Gen Z's entry-level job crisis
    By Jake AngeloMay 16, 2026
    24 hours ago
    The Bezos family just donated $100 million to help achieve one of Mayor Zohran Mamdani’s top campaign promises
    Politics
    The Bezos family just donated $100 million to help achieve one of Mayor Zohran Mamdani’s top campaign promises
    By Jake AngeloMay 12, 2026
    5 days ago
    ‘You’re not a hero, you’re a liability’: Shark Tank’s Kevin O’Leary warns Gen Z founders to stop glorifying hustle culture
    Future of Work
    ‘You’re not a hero, you’re a liability’: Shark Tank’s Kevin O’Leary warns Gen Z founders to stop glorifying hustle culture
    By Jacqueline MunisMay 16, 2026
    20 hours ago
    Despite having a $165 million net worth, Scarlett Johansson says work-life balance doesn’t exist—and the first step to success is admitting that
    Success
    Despite having a $165 million net worth, Scarlett Johansson says work-life balance doesn’t exist—and the first step to success is admitting that
    By Preston ForeMay 13, 2026
    4 days ago

    © 2026 Fortune Media IP Limited. All Rights Reserved. Use of this site constitutes acceptance of our Terms of Use and Privacy Policy | CA Notice at Collection and Privacy Notice | Do Not Sell/Share My Personal Information
    FORTUNE is a trademark of Fortune Media IP Limited, registered in the U.S. and other countries. FORTUNE may receive compensation for some links to products and services on this website. Offers may be subject to change without notice.