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How to Avoid the IRS Tax Underpayment Penalty

July 21, 2023 by Joe Lentini

Are you stressed out and weighed down financially by the skyrocketing amount of IRS tax underpayment penalties? In this comprehensive guide, we’ll discuss different strategies that will help you take preventive action and avoid incurring these costly penalties. By learning about the finer nuances of tax regulations and planning in advance, you can enjoy a seamless filing process and keep your hard-earned money safe. So, let’s get started and find out how to steer clear of the dreaded IRS tax underpayment penalty!

If you’re among the millions of taxpayers suffering from year-on-year estimated tax penalties, you’re not alone. The latest IRS figures from 2015 show that approximately 10 million taxpayers were each hit with an average fine of $130. Oftentimes, business owners, freelancers, and investors find it hard to accurately calculate their estimated liability due to varying levels of income. To help you avoid underpayment penalties in the future, here are a few tips to make the process of paying estimated taxes straightforward and maintain financial stability:

Make Estimated Tax Payments Based on Your Previous Year’s Liability

To prevent underpayment penalties, it is important to ensure that you make estimated tax payments throughout the year that total at least 90% of your current year’s tax liability or 100% of your previous year’s tax liability. This can be challenging for freelancers, business owners, and those with fluctuating investment incomes, as it requires accurate estimation of payments.

To avoid underpayment penalties, base your estimated payments on 100% of your previous year’s tax liability by dividing the taxes you owed last year by four to calculate the amount for each of the four quarterly estimated tax payments for the current year. Paid on time, these payments will help you avoid any surprises come tax season.

However, be mindful of two crucial factors when estimating your taxes for the year:

  • When estimating payments for the current year, it’s important to base the amount on the total taxes owed rather than the taxes paid. For instance, if you owed $15,000 in taxes last year but only paid $14,000, you should still make estimated quarterly payments based on the $15,000 owed. Failure to do so could result in underpayment penalties.
  • For people with an adjusted gross income (AGI) exceeding $150,000 (or $75,000 for married taxpayers filing separately), the estimated tax payment rule is slightly different. In order to avoid penalties, they must pay 110% of the prior year’s tax liability instead of 100%. For example, if their AGI was $160,000 last year with a tax liability of $40,000, they would need to pay at least $44,000 in estimated taxes for the current year.

Make Estimated Tax Payments on an Annualized Basis

For those whose incomes vary month to month or by season, the IRS offers annualized payments to make estimated tax payments less challenging during leaner times. This approach divides your yearly estimated tax liability according to your cash flow throughout the year. For example, if a snowplow business earns $20,000 during the year, but mainly in fall and winter, annualized payments prevent large summer payments when cash flow is low.

Though annualized estimated tax payments require more record-keeping and effort than making four equal payments, it is important to note that you must still pay estimated taxes on at least 90% of your annual income to avoid penalties. When using this method, you must track your income and expenses throughout the year and adjust your estimated tax payments accordingly every quarter. If you need assistance with calculating estimated tax payments, consult with a tax professional. 

Increase Workplace Withholding

If you have income subject to withholding, such as from a full-time job, you can adjust the withholding amount to cover the income from all your sources, eliminating the need to pay estimated taxes. This can be done even if you have other sources of income, such as freelance work or pension income, that are not subject to withholding.

This approach is also beneficial for married couples in which one partner’s income is subject to withholding and the other’s is not. For example, if one spouse is a salaried accountant and the other is a freelance writer, the spouse with the salaried job can adjust their withholding to account for their partner’s untaxed income. IRS tax filing regulations consider both spouses’ incomes jointly, meaning that this approach helps them avoid any issues with estimated taxes and potential penalties.

When Estimated Tax Payments Are Required

Estimated tax payments are required for certain income types not subject to withholding, such as self-employment income, dividends and interest, rental income, alimony, and prizes or other winnings. When paying estimated taxes, you cover both income taxes and self-employment taxes.

You must typically pay estimated taxes if you anticipate needing to owe at least $1,000 in taxes after subtracting out any withholding and refundable credits, and when that amount is greater than either 90% of what your current year’s tax return displays or 100% of what your previous year’s tax return displayed.

Penalties for Underpaying Estimated Taxes

The penalty rate for underpayment of estimated taxes may vary annually, and the amount depends on your specific situation. Typically, the Internal Revenue Service (IRS) calculates any penalty you owe for underpayment of estimated taxes and sends you a bill for the penalty amount. However, in certain situations, you may need to calculate the penalty yourself.

The IRS Form 2210 provides two options for calculating the penalty for underpayment of estimated taxes: the short and regular methods. After tracking the amount of tax that was underpaid, Form 2210 will direct you in determining the penalty for that amount. The penalty amount is based solely on the value of the underpayment.

In general, if you fail to make at least a minimum payment for a specific payment period, you will owe a penalty. Similarly, if you miss a payment entirely for a particular payment period, you will owe a penalty from the due date until the date the payment is made.

When Penalties for Underpayment of Estimated Taxes Are Applied

If you do not pay the correct amount of taxes through withholding or estimated tax payments, you may be subject to a penalty. Even if you are entitled to a tax refund, you could still face penalties for not paying enough taxes by the due date of each estimated tax payment.

There are a few situations where you may not be penalized for underpaying estimated taxes. If your total tax liability is less than $1,000, or if you had no tax liability in the previous year and were a U.S. citizen or resident for the entire year, you will not face a penalty. The same applies if you were not required to file a tax return for the previous year.

When Penalties for Underpayment of Estimated Taxes Can Be Waived

The IRS has the authority to waive the penalty for underpaying estimated taxes in certain situations. One such situation is if you are able to show that your failure to make an estimated tax payment was due to a casualty, disaster, or other unusual circumstance. In these cases, the IRS may determine that it would be unfair to impose the penalty and may choose to waive it. This provision allows for flexibility and understanding in situations where taxpayers may have been unable to meet their tax obligations due to unforeseen events.

Another scenario where the IRS may waive your penalty for underpayment of estimated taxes applies if you meet the following requirements:

  1. You retired after age 62, or you became disabled.
  2. You had reasonable cause for not making the payment.
  3. You did not willfully neglect to make the payment.

To request a waiver of the penalty for underpaying estimated taxes, you must meet certain conditions. If you believe you qualify, you must file IRS Form 2210 and include a statement explaining why the estimated tax payment was not made. 

Specify the time period for which you are requesting a waiver and provide documentation such as evidence of age and retirement date, proof of disability, or documentation of a casualty, disaster, or other unusual situation. This could include a police report or an insurance company claim or report.

Strategies to Prevent Underpayment of Estimated Taxes

To prevent underpaying your estimated taxes and avoid IRS penalties, follow these simple steps: 

  • Ensure that your estimated tax payments, combined with any tax withholding and refundable credits, are at least 100% of the total tax paid in the previous year for incomes under $150,000, or 110% for those above $150,000. 
  • If you can accurately estimate your current year’s income, pay a minimum of 90% of the tax owed on that income. This may be challenging if you cannot precisely predict your annual income. 
  • Use IRS Form 1040-ES to calculate your estimated tax accurately. 
  • Adjust your tax withholding to fit your circumstances, such as having additional taxes withheld from your primary job’s paycheck to cover taxes owed on rental or self-employment income, potentially eliminating the need for estimated tax payments.

IRS Tax Penalties Guide: Strategies to Prevent or Minimize Them

Saving on Penalties

Tax filing and payment processes don’t always go smoothly, even with the best intentions. You may encounter an IRS tax penalty due to underestimated quarterly payments, missed deadlines, or returned checks. While mistakes are inevitable, understanding the different IRS penalties and their calculations is beneficial. Additionally, being aware of your options in case of an IRS penalty can help you navigate the situation more effectively.

Common Tax Penalties

Below are four prevalent tax penalties imposed by the IRS on taxpayers, along with suggestions to prevent them:

Failure to File

If you need more time to file your tax return, you can apply for an extension until October 15, 2023. Failing to request an extension or missing the extended deadline will result in a penalty from the IRS. The penalty is 5% of the unpaid tax for each month or partial month that your return is late, with a maximum limit of 25% (5 months) of your balance. If your return is over 60 days late, a minimum penalty will be applied. For returns due after January 1, 2020, the minimum penalty is either $435 or 100% of the tax owed, whichever is lower.

To avoid a failure-to-file penalty, make sure you submit your tax return by the due date, even if you can’t pay the full amount owed. If you expect a refund, the IRS won’t penalize you for filing late. However, if you don’t file within three years of the original due date, you may lose your refund.

Failure to Pay

Whether you file your tax return on time or obtain an extension, you must still pay the tax due by the deadline set by the IRS. If you fail to do so, you will be charged a failure-to-pay penalty. This penalty is equal to 0.5% of the unpaid tax per month, with a maximum penalty of 25% of the total tax due. However, if you set up an installment agreement with the IRS, the failure-to-pay penalty is reduced to 0.25% per month for the duration of the agreement.

It’s important to note that both the failure-to-file and failure-to-pay penalties are charged for a full month, even if you pay the outstanding balance before the month is over. However, if both penalties are applicable in the same month, the failure-to-file penalty is reduced by the amount of the failure-to-pay penalty, ensuring that the combined penalty does not exceed 5% per month.

To avoid incurring penalties for failure to pay your taxes on time, it is important to ensure that you pay the full amount by the deadline, even if you have already requested an extension. If you find that you owe more than you can afford to pay, it is advisable to make a payment for as much as you can by the deadline and stay on top of any remaining balance, paying it off as soon as possible. If you are unable to settle the outstanding amount within a few months of the due date, it would be wise to consider requesting an installment agreement.

Failure To Pay Proper Estimated Tax

The IRS operates on a system known as “pay-as-you-go,” which means that taxpayers are required to make regular tax payments throughout the year rather than waiting until the end. If an individual’s tax liability exceeds $1,000, they may be subject to penalties. To avoid these penalties, taxpayers can choose to have taxes withheld from their paychecks or make estimated quarterly payments.

The penalty for underpaying estimated taxes is determined by the IRS based on calculations of the amount you should have paid each quarter. This penalty is calculated by multiplying the difference between your payment and the required payment by the interest rate for that period. It is possible to incur a penalty for one quarter but not others. 

To avoid or reduce estimated tax penalties, you can adjust your tax withholding from your paycheck or make quarterly payments based on your estimated tax bill. These payments are typically due on April 15, June 15, September 15, and January 15. If any of these dates fall on a weekend or legal holiday, the deadline is extended to the next business day.

The IRS also provides two “safe harbor” methods to determine penalty eligibility. If you meet one of these requirements, the IRS will not charge an estimated tax penalty, even if you owe more than $1,000 at year’s end.

The requirements are as follows:

  • Pay 90% of the tax you owe for the current year. Estimate your total liability and pay at least 90% of this amount in four equal installments or through paycheck withholding.
  • Pay 100% (or 110%) of last year’s tax bill. Pay the full amount of tax shown on your prior-year tax return before applying estimated payments, withholding, or refundable tax credits. If your adjusted gross income exceeds $150,000 (or $75,000 for married individuals filing separately), the safe harbor amount is 110% of your prior-year tax.

Dishonored Check

To avoid the dishonored check penalty imposed by the IRS, it is important to ensure that you have sufficient funds in your bank account before submitting a check to cover your tax bill. If the check bounces, the penalty is either 2% of the check’s value (unless it is less than $1,250) or $25, whichever is lower. To prevent this penalty, make sure you have enough money in your account or consider signing up for overdraft protection with your bank.

How to Remove Tax Penalties

In an ideal world, dealing with IRS penalties would be unnecessary. However, many individuals face tax penalties, and the good news is that the IRS is often willing to work with those who make mistakes through a process called penalty abatement.

There are two common reasons the IRS might consider penalty abatement:

1. Reasonable Cause:

If you failed to file on time or pay the tax you owe due to extenuating circumstances, the IRS might agree to waive your penalties. Examples of reasonable cause include a house fire, natural disaster, illness, or the death of an immediate family member.

2. First-Time Penalty Abatement:

If you usually fulfill your tax filing responsibilities but missed the filing deadline or payment due date, the IRS may grant you a one-time exception. To qualify, you must have filed all your tax returns, paid your outstanding balance or set up an installment agreement with the IRS, and have no prior penalties in the past three years.

Frequently Asked Questions

What Causes the IRS to Impose an Underpayment Penalty?

The penalty for underpayment of estimated tax applies to individuals, estates, and trusts if you fail to pay sufficient estimated tax on your income or make late payments. This penalty may be imposed even if you are eligible for a refund. To avoid this, learn how to calculate and pay your estimated tax in a timely manner.

What Factors Can Exempt You From Underpayment Penalty?

To avoid the underpayment penalty, you can meet either of these criteria: 

1. If your tax return shows that you owe less than $1,000.

2. If you have paid at least 90% of the current year’s tax due or 100% of the previous year’s tax owed, whichever is smaller.

What Is the Required Amount of Estimated Taxes to Pay in Order to Prevent Penalties?

If you meet any of the following conditions, the IRS will not impose an underpayment penalty on your taxes:

1. You pay a minimum of 90% of the tax owed for the current year.

2. You pay 100% of the tax owed for the previous tax year.

3. You owe less than $1,000 in tax after taking into account withholdings and credits.

How Can I Prevent an IRS Underpayment Penalty?

To avoid penalties for underpaying taxes, it is important to accurately report your income and deductions on your tax returns. Make sure to make timely payments of the amount you owe by the due date. If you are unable to meet these requirements, you may request an extension for filing your return or set up a payment plan with the IRS.

In conclusion, it is essential to navigate the complex rules and regulations of tax filings to avoid penalties for underpaying taxes. By accurately reporting income and deductions, making timely payments, and using available options such as extensions and payment plans, taxpayers can minimize their risk of incurring penalties and maintain good standing with the IRS. Being informed, proactive, and organized in managing tax obligations can help alleviate stress and financial burdens associated with underpayment penalties.

Let us help you avoid the IRS tax underpayment penalty. 

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