Page written by Ashlyn Brooks. Last reviewed on July 22, 2024. Next review due October 1, 2027.

It’s not a secret that no one enjoys tax season. From the complex codes to the changing stipulations and the looming deadlines, tax time is a persistent stress for many people. One factor in many people’s tax planning is understanding, calculating, and (of course) paying their estimated taxes each year.
This is particularly true for US small and medium-sized businesses (SMBs). Here at Swoop, we are well-versed in the financial aspects of running a business, including dreaded tax topics. While we don’t specifically assist with taxes as a specialty, we want to provide the basic information to get you off to the right start.
Estimated tax refers to the method of paying tax on income that isn’t subject to withholding. This includes income from self-employment, interest, dividends, rents, and alimony. Essentially, if you receive income in a form that doesn’t automatically withhold taxes, you’re likely responsible for paying estimated taxes.
Estimated taxes ensure that you pay taxes on income as it is earned rather than at the end of the year. This system helps prevent a large tax bill when you file your return, making it easier to manage your finances throughout the year.
Calculating estimated taxes involves a few key steps:
You must pay estimated tax payments if:
Sarah, a freelance graphic designer, receives payments from multiple clients throughout the year. Since none of these clients withhold taxes from her payments, Sarah must pay estimated taxes to cover her income and self-employment taxes.
You may not need to pay estimated taxes if:
John works full-time at a corporation, where taxes are withheld from his paycheck. He does not have any additional sources of income, and his tax liability is covered by the withholding, so he does not need to pay estimated taxes.
Estimated tax payments are typically due on the following dates:
You can pay your estimated taxes in several ways
By mail: Send a check or money order and a payment voucher from Form 1040-ES.
If you’re not making a lump sum payment, you may want to opt for automatic reminders. You can use calendar alerts or financial software to remind you of upcoming payment deadlines.
Also, consider setting up a separate bank account for your tax payments to avoid mixing them with your business funds.
If you underpay your estimated taxes, you may incur a penalty. The penalty is generally calculated based on the amount of the underpayment, the period (as in the time you waited) of underpayment, and the interest rate determined by the IRS.
Pay at least 90% of the tax for the current year or 100% of the tax shown on the previous year’s return (110% if your adjusted gross income is over $150,000). Also, adhering to the quarterly deadlines can avoid late payments altogether.
We don’t advise procrastinating or failing to pay your taxes in any form. In fact, failing to pay estimated taxes can result in:
At Swoop, we understand that running a business involves many responsibilities, including taxes. Although we can’t remind you of your tax deadlines, we can help you with funding.
With Swoop’s support, you can access the funding options you need to start or grow your business. Register with Swoop today and explore your potential funding options to ensure a smooth financial journey for your business.
Written by
Ashlyn is a personal finance writer with experience in business and consumer taxes, retirement, and financial services to name a few. She has been published in USA Today, Kiplinger and Investopedia.
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At Swoop we want to make it easy for SMEs to understand the sometimes overwhelming world of business finance and insurance. Our goal is simple – to distill complex topics, unravel jargon, offer transparent and impartial information, and empower businesses to make smart financial decisions with confidence.
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