Safe harbors and other ways to avoid estimated tax penalties

September 11, 2023

September-2023-Calendar-Autumn-Leaves2

The Sept. 15 deadline for paying the third installment of 2023's estimated taxes is just days away.

Make sure you meet it. Also make sure you pay the correct amount.

If when all is said and filed at tax time, you owe the U.S. Treasury $1,000 or more, you could face a penalty for underpaying your taxes.

And where that taxable money was from sources not subject to withholding, you also could face late-payment fines for not remitting it during the proper estimated tax quarters.

Estimated tax safe harbors: Most of us who must pay estimated taxes calculate that expected bill, divide it by four, and make each of the payments on the 1040-ES due dates. Those are the 15th of April, June, September, and the next January.

So that the hubby and I won't face a penalty for underpaying our estimated taxes, we follow one of the Internal Revenue Service's general safe harbor tax payment guidelines.

One is that you pay at least 90 percent of the tax you will ultimately owe for the current tax year. In this case, you have to do some pretty good guesstimating about your future tax bill.

We typically get some end-of-year income that fluctuates from year-to-year, so we opt for the second safe harbor. It says estimated taxpayers can avoid an underpayment penalty if they pay 100 percent of the tax owed the previous tax year.

If you're considered a higher-income earner — that's someone with an adjusted gross income (AGI) of more than $150,000 (or $75,000 if your filing status is married filing separately) on your previous year's return as a single filer — the safe harbor is slightly different. These wealthier taxpayers must pay the lower of 90 percent of the tax shown on the current year's return or 110 percent of the prior year's tax liability.

IRS Publication 505, Tax Withholding and Estimated Tax, has a couple of worksheets to help you figure your estimated tax amounts. If you use tax software, it will do the calculating for you. And, of course, if you have a tax pro who takes care of your annual and estimated taxes, that preparer will do all the calculating.

Annualized payment option: The four equal payments method is the easiest way to meet your estimated tax responsibilities. It's also the option the IRS prefers taxpayers use.

But it's not required. Some earners income that's subject to estimated tax fluctuates during the year. This is the case, for example, for landscapers who make most of their money int e spring and summer.

When income is less in the other season, paying the equally divided estimated tax amount can be a burden, often creating a cashflow problem.

For these folks, the annualized income option is a good move. It does require accurate record keeping and filing another form, but you end up paying a larger estimated tax amount in the earning period that you actually made more money.

Withholding also can help: There's also the paycheck withholding option.

Many who make estimated tax payments do so because they are totally self-employed. But some 1040-ES filers have salaried jobs, with the estimated tax applying to their side job income that's not subject to withholding.

If that's you, getting a paycheck where tax was withheld and getting side hustle money that's subject to estimate tax payments, you can bump up your job's withholding to help cover at least some, if not all, the amount of estimated tax you'll owe.

Your spouse also could help out here if y'all file a joint return.

Since your income and the tax you paid throughout the year via withholding and estimated payments will be combined on one Form 1040, increased withholding on your better half's wages could help ensure you don't face an underpayment penalty.

You also might find these items of interest:

 

Advertisements

🌟 Search Amazon Business and Money Books 🌟
The text link above and image links below are affiliate ads. If you click through and then buy a product, I receive a commission.



 

 

Share:

The More Tax Posts tab at the top of this page will take you to, well, more tax posts. You also can search below for a tax topic. 

Latest Posts
The latest Dirty Dozen tax scam list is familiar because too many are still falling for the schemes

March 5, 2026

Tax filing season is also peak time for tax scams. Be on the lookout for…

Read More
Hello Tax Season 2026

Happy New Tax Year! Are you ready to file your 2025 tax return? I know, too early to ask. But Tax Day 2026 will be here before we realize it. The Internal Revenue Service deadline to file and pay any tax we owe is the regular April 15 date this year. It’s also Tax Day for most of the states that collect income taxes from their residents, which is most of the states! If that seems too far away right now, don’t worry. As is the case every tax season, the ol’ blog’s tips and other tax reminders should help all of us meet our state and federal responsibilities. Procrastinators also will want to keep an eye on the countdown clock just below. It tracks how much time we have until April’s Tax Day, just in case we put off our annual tax task until the absolutely final hours and decide we need to instead get an extension request into the IRS by that date. (Note: I’m in the Central Time Zone, so adjust accordingly for where you live.)

Comments
Leave the first comment