Taxes

Underpayment Penalty: Understanding how it works

Underpayment Penalty: Understanding how it works

Underpayment Penalty: Understanding how it works

Zoe Team

3 min read

A financial advisor reviewing a plan with two clients at a table

Key Takeaways

  • An underpayment penalty applies if you haven’t paid enough in taxes throughout the year via withholding or estimated payments.

  • Taxpayers can avoid these penalties by ensuring they meet safe harbor requirements, such as paying a minimum percentage of their tax liability.

  • If you expect a significant change in income, adjust your estimated payments quarterly to remain compliant with tax regulations.

Frequently Asked Questions

What is an underpayment penalty?

It is a fee charged to taxpayers who fail to pay a sufficient amount of tax throughout the year via withholding or estimated payments.

How can I avoid underpayment penalties?

Ensure you pay at least 90% of your current year’s tax or 100% of the previous year’s tax liability to meet safe harbor requirements.

When should I pay estimated taxes?

Estimated payments are typically due quarterly if you have income not subject to withholding, such as from freelance work or investments.

What to Know If You Underpaid your taxes

The underpayment penalty is a tax penalty charged to tax payers who didn’t pay enough tax during the year also referred to as underpayment of estimated tax.

What’s worse than doing your taxes? Realizing that you need to pay more than you thought! More than 1 out of 3 Americans receive a tax refund. However, and especially if you’re a high-earner, some taxpayers get the nasty surprise of a tax bill instead of a check in the mail. In some cases, this bill can be thousands of dollars. To top it all off, y ou have to pay an underpayment penalty to the IRS if you owe more than $1,000, if you paid less than 90% of the tax for the current year, or if you paid less than 100% of the tax shown on the return for the prior year.

Causes for an Underpayment Penalty

What are the usual suspects when it comes to getting a bill rather than a refund check? The two main culprits are one-time events and increasing income.

One-time Event

A unique windfall event like a large capital gain from a property sale can be a trigger. A common instance here is when you sell your real estate property during that year. A newer instance is the sale of cryptocurrencies, which the IRS has constituted as property. If you sold any cryptocurrencies late last year there is a good chance you have significant gains from the sale that can amount to a bigger tax bill than expected.

Increased Income

Going from a single-income to dual-income family, or when one partner gets a large raise or bonus, can both drive a larger tax bill. If your income increased but you didn’t take additional deductions you can find yourself underpaying your taxes and get hit with the penalties.

How Much is the IRS Underpayment Penalty?

The amount you’ll be fined is based on how much you owe and how long you’ve owed it for. The typical penalty is 0.5 % of the total amount you owe calculated for each month you haven’t paid for it. If you are hit with a penalty you may also be required to pay interest on the amount you owe.

How to Avoid for Underpaid Taxed?

If you received an income increase this year or expect a big bonus by year-end, make sure to file a new W-4 form with your employer to withhold more taxes with fewer allowances.

Underpaid taxes are usually driven by a positive occurrence - increased income. If you underpaid taxes it also means unnecessary penalties and an outflow of cash you often did not expect. Estimating your tax bill ahead of next year’s tax season or talking with a financial planner will help you avoid penalties and budget better.

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Disclosure: This page is not investment advice and should not be relied on for such advice or as a substitute for consultation with professional accounting, tax, legal or financial advisors. The observations of industry trends should not be read as recommendations for stocks or sectors.


Investment advisory services are provided by Zoe Financial, Inc. (Zoe Financial), an investment adviser registered with the U.S. Securities and Exchange Commission (SEC). Registration does not imply a certain level of skill or training. Learn more about Zoe Financial on the SEC’s Investment Adviser Public Disclosure website. Brokerage services are provided by Zoe Securities LLC and Apex Clearing Corporation, members of the Financial Industry Regulatory Authority Inc. (FINRA) and Securities Investor Protection Corporation (SIPC). Learn more about Zoe Securities and Apex on FINRA’s BrokerCheck website.

The information in the visuals above is for illustrative purposes only and does not represent an actual user's account, balance, or return. Zoe Financial does not provide tax or legal advice.

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Disclosure: This page is not investment advice and should not be relied on for such advice or as a substitute for consultation with professional accounting, tax, legal or financial advisors. The observations of industry trends should not be read as recommendations for stocks or sectors.


Investment advisory services are provided by Zoe Financial, Inc. (Zoe Financial), an investment adviser registered with the U.S. Securities and Exchange Commission (SEC). Registration does not imply a certain level of skill or training. Learn more about Zoe Financial on the SEC’s Investment Adviser Public Disclosure website. Brokerage services are provided by Zoe Securities LLC and Apex Clearing Corporation, members of the Financial Industry Regulatory Authority Inc. (FINRA) and Securities Investor Protection Corporation (SIPC). Learn more about Zoe Securities and Apex on FINRA’s BrokerCheck website.

The information in the visuals above is for illustrative purposes only and does not represent an actual user's account, balance, or return. Zoe Financial does not provide tax or legal advice.

Explore the Zoe Wealth Platform with AI

Some of this content may have been generated with the assistance of AI. Please review and sense-check all outputs, as AI tools can occasionally produce incomplete or inaccurate information.
In certain situations, you may be required to disclose that the content was “generated by AI.” Please confirm any specific disclosure or labelling requirements with Compliance.

(646) 680-9244

support@zoefin.com

666 Third Ave, 6th Floor
New York, NY, 10017

Copyright © 2026 Zoe Financial, Inc. | All rights reserved

Disclosure: This page is not investment advice and should not be relied on for such advice or as a substitute for consultation with professional accounting, tax, legal or financial advisors. The observations of industry trends should not be read as recommendations for stocks or sectors.


Investment advisory services are provided by Zoe Financial, Inc. (Zoe Financial), an investment adviser registered with the U.S. Securities and Exchange Commission (SEC). Registration does not imply a certain level of skill or training. Learn more about Zoe Financial on the SEC’s Investment Adviser Public Disclosure website. Brokerage services are provided by Zoe Securities LLC and Apex Clearing Corporation, members of the Financial Industry Regulatory Authority Inc. (FINRA) and Securities Investor Protection Corporation (SIPC). Learn more about Zoe Securities and Apex on FINRA’s BrokerCheck website.

The information in the visuals above is for illustrative purposes only and does not represent an actual user's account, balance, or return. Zoe Financial does not provide tax or legal advice.

Explore the Zoe Wealth Platform with AI

Some of this content may have been generated with the assistance of AI. Please review and sense-check all outputs, as AI tools can occasionally produce incomplete or inaccurate information.
In certain situations, you may be required to disclose that the content was “generated by AI.” Please confirm any specific disclosure or labelling requirements with Compliance.

(646) 680-9244

support@zoefin.com

666 Third Ave, 6th Floor
New York, NY, 10017

Copyright © 2025 Zoe Financial, Inc. | All rights reserved