How to Lower Your 2021 Tax Bill

What you do between now and the end of the year can have a significant impact on how much tax you have to pay next April.


Financial decisions you make between now and the end of the year can have a significant effect on how much tax you have to pay next April. This is particularly true if you’re saving for retirement, itemize deductions, or hold investments outside a retirement account.

But time is running short. It will be too late to cut your tax bill using most of the tips we’ve assembled below after we ring in the new year. So check out our list right away and get cracking!

Check Your Withholding
If you were hit with a big tax bill this year because you didn’t have enough money withheld from your paycheck, you may be able to take steps between now and year-end to avoid another April surprise. Use the IRS’s Tax Withholding Estimator as soon as you can to determine whether you should file a new Form W-4 with your employer and increase the amount of taxes withheld from your paycheck before the end of the year. You’ll need your most recent pay stub and a copy of your 2020 tax return to help estimate your 2021 income. If it looks like you’re going to owe money when you file your next tax return, the IRS tool will tell you how much “extra withholding” you should put down on Line 4(c) of Form W-4 to catch you up on withholding for the year. Then, early next year, complete another W-4 for withholding in 2022.’

In general, you don’t have to worry about a penalty if you owe less than $1,000 after subtracting withholdings and credits, or if you paid at least 90% of the amount of tax due for the current year or 100% of taxes due the previous year, whichever is smaller.

Consider Paying 2022 Bills Now
Unless your finances have changed significantly, you probably have a pretty good idea whether you’ll itemize or claim the standard deduction when you file your 2021 tax return. If you plan to itemize — or you’re close to the threshold — now is a good time to prepay deductible expenses, such as mortgage payments and state taxes due in January. Other moves to make by New Year’s Eve:

Review your medical bills. If you have enough unreimbursed medical expenses, you may be able to deduct them. You can only deduct unreimbursed medical expenses that exceed 7.5% of your adjusted gross income. That puts this tax break out of reach for most taxpayers, but if you had extraordinarily high medical expenses this year — due to a major illness, for example — you may qualify.

And there’s still time to schedule appointments and procedures that will increase the amount of your deductible expenses. The list of eligible expenses includes dental and vision care, which may not be covered by your insurance. For the complete rundown, go to IRS Publication 502.

Prepay tuition. If you’re the parent of a college student, you may be able to lower your 2021 tax bill by prepaying the first quarter tuition bill — and you don’t need to itemize to claim this tax break. The American Opportunity Tax Credit, which you can take for students who are in their first four years of undergraduate study, is worth up to $2,500 for each qualifying student. Married couples filing jointly with modified adjusted joint income of up to $160,000 can claim the full credit; those with MAGI of up to $180,000 can claim a partial amount.

Likewise, if you’re planning to take a class next year to boost your own career, consider prepaying the January bill before December 31 so you can claim the Lifetime Learning Credit on your 2021 tax return. The credit is worth up to 20% of your out-of-pocket costs for tuition, fees and books, up to a maximum of $2,000. It’s not limited to undergraduate expenses, and you don’t have to be a full-time student. As with the American Opportunity Tax Credit, married couples filing jointly with MAGI of up to $160,000 can claim the full credit; those with MAGI of up to $180,000 can claim a partial credit.

Contribute to a 529 college savings plan. Stashing money in a 529 plan before year-end won’t reduce your federal tax bill, but it could lower your state tax tab. More than 30 states allow you to deduct at least a portion of 529 plan contributions from state income taxes. In most states, you must contribute to your own state’s plan to get the tax deduction, but several states allow you to deduct contributions to any state’s plan. Check out your own state’s rules at Many states allow grandparents and others to contribute to your child’s plan, and a few will allow them to deduct those contributions, too.

Look into an ABLE account. If someone in your family has special needs, you can contribute up to $15,000 this year to an ABLE account, which allows people with qualifying disabilities to save money without jeopardizing government benefits (ABLE account beneficiaries can contribute more to their own account). You don’t have to invest in your own state’s plan, but if you’re a resident of one of the states that do offer a tax break for ABLE accounts, you can deduct your contribution. For more information, go to the ABLE National Resource Center’s website.

Reap the Tax Harvest
The tax code allows you to sell investments that have fallen below your purchase price and use the resulting loss to offset capital gains in taxable accounts. That’s a compelling reason to consider jettisoning your losing positions. Investments that you’ve held for a year or less are taxed as ordinary income, but investments you’ve held longer are taxed at the long-term capital gains rate, which ranges from 0% to 23.8% (including the 3.8% surtax on net investment income).

After matching short-term losses against short-term gains, and long-term losses against long-term gains, any excess losses can be used to offset the opposite kind of gain. If you still wind up with an overall net capital loss, you can use up to $3,000 of that loss to offset ordinary income and roll the rest over to the following year. Note that once you sell an asset at a loss, you must wait 30 days before reinvesting in it or buying a substantially identical investment.

Investors in the bottom two tax brackets (with income less than $40,400 for single filers and $80,800 for joint filers) pay no capital gains tax on investments held for more than a year. If that’s the case, it may make sense to sell winning investments tax-free and reinvest (no need to wait 30 days), effectively resetting the odometer on future gains.

Watch for Capital Gains Distributions
Mutual funds are required to pay out to their shareholders any gains realized from the sale of stocks or bonds during the year. If you own the fund in a taxable account, you must pay taxes on these distributions when you file your tax return, even if you reinvest them.

If you get hit with a distribution, review your portfolio to see if you have any mutual funds, stocks or bonds that have declined in value since you purchased them. Selling them before year-end will provide losses to offset your gains. Mutual funds typically publish an estimate of their capital gains distributions in November or December, along with the date of the distribution. Estimates are on a per-share basis, so if you figure out how many shares you have, you can gauge the size of your distribution.

Interested in buying a fund before the end of the year? Check its website first. If the fund plans to make a capital gains distribution, postpone your purchase until after the distribution date. Otherwise, you’ll have to pay taxes on gains racked up before you got on board.

Max Out Your Pre-Tax Retirement Savings
As the year comes to a close, you may be able to squeeze a little more money from each paycheck for your retirement savings. You can contribute up to $19,500 to a 401(k), 403(b) or federal Thrift Savings Plan in 2021, plus $6,500 in catch-up contributions if you’re 50 or older.

Pretax contributions will lower your take-home pay and reduce your tax bill. If your employer offers a Roth 401(k), you can make contributions that won’t lower your taxable income now but that can be withdrawn tax-free in retirement. If your employer offers both types of plans, you can direct new contributions to the Roth 401(k) rather than the pretax 401(k) at any time.

Contact your 401(k) administrator or your employer’s human resources department ASAP to find out how much you’re on track to contribute to your 401(k) by the end of the year and to ask about the steps you need to take to boost your contributions. The earlier you make the change, the better: 401(k) contributions are made through payroll deduction. If you’re contributing on your own to a traditional or Roth IRA for 2021, you have until April 18, 2022 (April 19 for residents of Maine and Massachusetts).

If you aren’t on track to max out your retirement account for the year, adding money from a year-end bonus can be a great way to boost your contributions without affecting your regular take-home pay. Rules vary, and some plans don’t allow participants to contribute their bonus. Also make sure that you don’t cross the annual contribution limit. You have until the tax-filing deadline to withdraw any extra contribution and the earnings on it, which will both be taxable. If you don’t take it out, the excess contribution will be taxable now and you’ll have to pay taxes on it again when you finally withdraw the money.

Check out more suggestions on how to lower your 2021 tax bill, listed in the original article on here: “10 Year-End Moves to Lower Your 2021 Tax Bill”

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