Taxpayers often wonder if they should be making estimated tax payments throughout the year, or pay taxes when they are due April 15. Generally, the answer is “it depends.” Typically, individuals who are self-employed or sole proprietors pay their federal (and sometimes state) income tax by making estimated tax payments. These are quarterly payments that are estimated by the IRS based on your previous year’s income and tax filing. However, self-employed individuals are not the only ones that may need to pay estimated taxes. Here’s an overview of who may need to pay estimated taxes to ensure they are meeting their tax obligations.

Whether you are self-employed or have a job where the company withholds and remits taxes on your behalf, everyone must pay the IRS federal income tax. Taxpayers who receive income from sources not subject to withholding, or do not have enough withheld, may have to make estimated tax payments. Generally, individuals, including sole proprietors, partners, and S corporation shareholders, must make estimated tax payments if they expect to owe tax of $1,000 or more when their return is filed. Estimated tax is used to pay not only income tax but other taxes such as self-employment tax and alternative minimum tax.

However, there are taxpayers who receive income from sources other than employment, which may benefit from paying estimated taxes. These may include individuals with significant investment income (interest, dividends, capital gains), those that earn rental income, and have substantial income from retirement accounts. Other scenarios include taxpayers who receive alimony or other taxable income without withholding, or sell property or other assets for a taxable gain.

If a taxpayer is unsure whether they should be paying estimated taxes, consider the “90% or 100% of last year’s tax” rule. This means that taxpayers can avoid an estimated-tax penalty if they pay at least 90% of their current-year tax liability, or 100% of the prior year’s tax liability. If you are a taxpayer who pays taxes through an employer, then you may already be paying enough through your paycheck. If you owe money at the end of the tax year and do not want to make estimated tax payments, you can increase your federal withholding on the W-4 rather than making separate quarterly estimated payments.

Estimated taxes are paid quarterly during the following months: April, June, September, and January of the following year. Most taxpayers who make estimated tax payments pay on a quarterly basis. However, they can also be made weekly, bi-weekly, monthly, etc. if they have paid enough in by the end of the quarter. If you do make estimated tax payments, make sure to pay by the deadlines or you could face an underpayment penalty. This happens when insufficient tax was paid throughout the year.  

There are several ways to make estimated tax payments. The IRS suggests taxpayers pay online, use Form 1040-ES and pay by mail, or by phone. Additionally, individuals can pay through their IRS Individual Online Account, where they can also see their payment history and other tax records.

Remember that you do not have to be self-employed to owe estimated taxes. If you have income that isn’t subject to sufficient withholding, the IRS may expect you to make payments during the year, even if you receive a regular paycheck. Additionally, you always want to check your state tax rules to see if you should be making estimated tax payments there as well. If you are unsure, working with an experienced tax professional can help assure you are making payments correctly and often enough to avoid penalties and more taxes down the line. 

Allison Soares is a partner and tax attorney at Vanst Law LLP. It doesn’t matter the issue: audits, collections, appeals, international disclosures, grumpy people— Allison enjoys fixing problems. In addition to her legal work, she has worked in accounting and utilizes that knowledge to her advantage while handling cases involving EDD audits from San Francisco to San Diego.

Allison Soares

Allison Soares, a renowned tax attorney, excels in representing clients before the IRS, FTB, EDD, and CDTFA. With a Bachelor of Arts in Finance from the University of Wisconsin, Milwaukee, and a transformative teaching stint in Brazil, Allison’s diverse background enriches her legal expertise. She pursued law at St. Thomas University School of Law, Miami, complementing it with an MBA in accounting and forensic accounting. Further honing her skills, she obtained a Master of Laws in Taxation from the University of San Diego School of Law. As an adjunct professor at San Diego State University, Allison imparts her knowledge in tax procedures, practice, and ethics. Her accolades include being named Best of the Bar by the San Diego Business Journal and multiple Super Lawyer recognitions. Committed to community service, she volunteers with Forever Balboa Park and Friends of Balboa Park. Allison’s authoritative contributions in tax law are showcased through her publications and speaking engagements.
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Brandessa Hale
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I can't recommend Allison enough! She helped me successfully navigate a stressful EDD audit with expertise and grace. Not only is she incredibly smart and thorough, but she's also genuinely kind—something you don’t always expect from an attorney. Her support and guidance made all the difference. If you need a tax attorney who knows her stuff and truly cares, she's the one to call!
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Robin Christiansen
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Thank you Allison for all of your help and knowledge, and your strong team And referrals. I am beyond grateful. You went above and beyond my expectations.
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Dee Thibodeau
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2024- Working with Allison has been an incredibly smooth experience both times I’ve worked with her. Her expert advice and the support she provides are outstanding, and we’ve had nothing but positive results each time. 2020- I was so impressed with her work during an EDD audit. I would HIGHLY recommend Allison to anyone going through an EDD Audit. From the very first 3 minutes of speaking with her, she was super helpful and professional, while also making me feel like I was talking to a friend, which really helped calm my anxiety. Allison was dedicated to helping us achieve the best possible outcome and was honest about all scenarios, even preparing us for the worst. We ended up with the VERY best outcome because of how she guided us through the process and made sure we had everything ready to tell our story to the auditor. If you want someone who truly listens, understands your business, and will be your biggest advocate, call Allison now! Be ready because she’s quick to respond with both calls and emails.
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Nadine Kunal
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Very thoughtful, concise, and honest advice provided. Would recommend her council to my family.
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Alex L
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We retained the services of Allison Soares for a recent IRS audit. The IRS was claiming we owed an exorbitant amount of money. After interviewing several qualified attorneys, Allison was the obvious choice. During this very stressful time for our family, we appreciated how knowledgeable and responsive she was from the very first call. Her professionalism and commitment to our case was truly impressive. She pointed out a few critical points, that another attorney may have missed, which we believe helped our case immensely. She guided us through this complicated process with great success and we could not have been happier with the outcome of the audit. We are 100% satisfied with her work and would highly recommend her to anyone seeking legal tax advice. Thank you so much Allison, we are truly grateful for all your hard work.
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Daniel Klein
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I called this office to have a tax issue clarified for me. I have never received more candid, honest, and useful information. I would highly recommend Allison Soares.
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Parisa Ansari
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Allison Soares is incredibly knowledgeable, prompt, and helpful. Her detailed expertise in tax matters made my experience exceptional. Highly recommended!
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Allen Wang
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I received an EDD audit letter for my small s-corp business. I feel nervous. Fortunately I found Allison. I talked with her on phone today about my business and my concern, she gave me very solid suggestions and confidence to handle this. She is very honest and I highly recommend her to anyone who has trouble with EDD audit!
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Elie Nader
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Allison Soares is a great tax attorney. She helped my business navigate an difficult tax situation and I am very happy with the outcome