Many retirees are surprised by how complicated taxes can get after they stop working. From new deductions to shifting income sources, it's easy to make a mistake that ends up costing you.
If you want to avoid money mistakes and lower your stress come tax season, it's worth knowing which tax traps catch most retirees off guard.
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Many successful investors eventually reach the same moment. The saving is done, the portfolio is built, and the question quietly changes from how much can I grow this to how much can I take out? Get that second question wrong and decades of good investing can come apart in a handful of years.
That is exactly what The Definitive Guide to Retirement Income helps answer.1 <p class="">Investing in securities involves a risk of loss. Past performance is never a guarantee of future returns. Investing in foreign stock markets involves additional risks, such as the risk of currency fluctuations. Guides are provided by Fisher Investments. The publisher may be compensated when readers request a guide.</p> It covers what your retirement could actually cost, which income sources are worth using, and the withdrawal math that decides whether the money lasts. It is free today from Fisher Investments. Read More Here ›
Itemizing instead of taking the standard deduction
The standard deduction often offers more value than itemizing. After tax reform in 2017, the standard deduction nearly doubled. For 2024, it's $14,600 for single filers and $29,200 for married couples filing jointly. In 2025, those numbers rise to $15,000 and $30,000.
Unless your itemized deductions exceed the standard deduction, sticking with the standard option can save you money.
Paying taxes on pensions unnecessarily
Some retirees accidentally pay state income taxes on pension income they don't owe. If you move to a state with no income tax but don't update your withholdings or paperwork, you could end up overpaying. Always review tax rules in your new state before the next filing season.
Not reporting QCDs correctly
Qualified charitable distributions (QCDs) allow IRA holders age 70 1/2 or older to donate directly to charities without triggering taxable income. But even though the income is tax-free, it still needs to be reported properly, typically on line 4 of Form 1040. Leaving it out could lead to a larger tax bill.
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Most people spend their entire working lives focusing on one thing: growing a pile of money. Then they retire and discover the skill they actually need is close to the opposite. Turning that pile into steady income, year after year, through good markets and bad, without ever running out. It may be the least discussed and most consequential transition in personal finance, and plenty of otherwise careful investors walk into it with no real plan.
That is exactly what The Definitive Guide to Retirement Income helps answer.1 <p class="">Investing in securities involves a risk of loss. Past performance is never a guarantee of future returns. Investing in foreign stock markets involves additional risks, such as the risk of currency fluctuations. Guides are provided by Fisher Investments. The publisher may be compensated when readers request a guide.</p> It is a free guide from Fisher Investments covering what your retirement will really cost, where the cash flow should come from, and how much you can safely withdraw each year. Learn More Here ›
Forgetting to take medical deductions
Medical and dental expenses that exceed 7.5% of your adjusted gross income are deductible. If you had a year with unusually high medical costs, take a closer look. This deduction can make a meaningful difference if you qualify.
Not realizing you might owe capital gains taxes on mutual funds
Mutual fund managers can sell assets within the fund, and when they do, it may result in capital gains for you, even if you didn't sell anything yourself. Make sure you review your year-end tax documents closely to avoid an unexpected tax bill.
Failing to report tax-free income
Some types of income may be tax-free, like municipal bond interest, but that doesn't mean you can ignore them. These must still be reported on your tax return, even if no taxes are due. Forgetting to do so could cause issues with the IRS.
Retirement News: Almost 80% of Americans fear a retirement age increase — here’s the real reason why
Selling stock with no basis
If you sell stock and can't prove what you paid for it, the IRS may treat the entire sale as a capital gain. That means more taxes than necessary. This is especially common with older investments purchased before 2011, when custodians weren't required to track cost basis. Always keep documentation when possible.
Not keeping up with changes to tax law
Tax rules change often, and retirees are especially vulnerable to missing updates that affect deductions or income limits. Staying informed, or working with a tax pro, can help you take advantage of tax breaks you might otherwise miss.
Forgetting about Social Security taxes
Many retirees don't realize that up to 85% of their Social Security income may be taxable, depending on their total income. For individuals, combined income between $25,000 and $34,000 can make up to 50% taxable. Above $34,000, up to 85% may be taxed. For married couples, the thresholds are $32,000 and $44,000.
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Being unaware of free tax-filing assistance
Filing taxes can feel overwhelming, but free help is available. If your income is $67,000 or less, you may qualify for the IRS's Volunteer Income Tax Assistance (VITA) program. Seniors 60 and older can also use the Tax Counseling for the Elderly (TCE) program.
These programs can help you avoid mistakes and save money.
Bottom line
The goal in retirement should be to stretch your income as far as possible. Avoiding these common tax errors can help you hold onto more of your money and lower your financial stress when filing. Taking time to learn the rules or getting help when you need it can go a long way.
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