Estimated Taxes: What You Need to Know Before You File

If you earn money from freelance work, independent contracts, or investments, you may need to pay federal taxes before you file your return. Checking now can help you avoid a surprise tax bill and an underpayment penalty.

Federal income tax is pay-as-you-go: you pay as you earn or receive income. An employer usually handles this by withholding tax from your paycheck. When nobody withholds enough, you may need to make estimated tax payments yourself.

Why this matters if you work for yourself

Self-employment is one way blind and low vision people build a livelihood. If you run a business, freelance, or take independent-contract assignments, planning for taxes helps you understand how much of each payment you can actually spend. A client’s payment may arrive with no tax taken out.

Short-term work counts, too. A temporary assignment you perform as an independent contractor is generally self-employment, even if it lasts only a few days. You may receive a Form 1099-NEC for that work. But a temporary job as a W-2 employee is different: being temporary does not make you self-employed, and the form or contract label alone does not determine your status. The IRS explains how to distinguish an employee from an independent contractor (opens in a new tab).

If you’re self-employed, your estimated payments can cover both income tax and self-employment tax, which funds Social Security and Medicare. Building those payments into your budget can help you avoid spending money you’ll need for taxes later.

You don’t have to own a business to owe estimated tax

You may also need estimated payments if you receive interest, dividends, capital gains, rental income, royalties, or taxable prizes and awards without enough withholding. Having a regular paycheck doesn’t automatically cover the tax on your other income.

How to check whether you need to pay

For 2026, you generally need estimated payments if you expect to owe at least $1,000 after withholding and refundable credits, and those amounts won’t cover the smaller of:

  • 90% of your 2026 tax, or
  • 100% of your 2025 tax, provided that return covered a full year.

That prior-year figure becomes 110% if your 2025 adjusted gross income exceeded $150,000, or $75,000 if you’re married filing separately in 2026. Exceptions and special rules apply. Use the worksheet and instructions in 2026 Form 1040-ES (PDF, opens in a new tab), or ask a qualified tax professional to help you calculate your payments.

If you also have a W-2 job, increasing your paycheck withholding through Form W-4 may cover the tax on your other income instead.

Know the deadlines and what to do if you missed one

The standard federal estimated-payment deadlines for the 2026 tax year are:

  • April 15, 2026
  • June 15, 2026
  • September 15, 2026
  • January 15, 2027

The September 15 deadline has passed. If you missed a required payment, review what you owe and pay as soon as possible rather than waiting until January. Check whether special deadline relief applies to you.

Paying too little or paying late may trigger an underpayment penalty, even if you get a refund when you file. Meeting the annual total by year-end does not necessarily erase a penalty for an earlier late installment. If your income varies through the year, a different calculation method may reduce or avoid a penalty; a tax professional can help you check.

Make tax payments part of your routine

Keep income, business expenses, and payment confirmations in a format you can easily review with your screen reader, magnification, or other preferred tools. Set calendar reminders before each deadline so you have time to calculate and pay.

You can pay more often than quarterly, including monthly, as long as enough is paid by each deadline. Review the IRS payment options (opens in a new tab) for online, phone, and mail methods. Keep a record of each payment and check your state’s rules separately.

Want a clearer foundation for understanding taxes? Explore Penny Forward’s Taking on Taxes course. Understanding the basics can help you plan your cash flow and ask better questions when you need individual advice.

This article provides general education, not personalized tax advice. Your obligations depend on your circumstances.

Sources: IRS Tax Tip 2026-69, September 14, 2026 (opens in a new tab), and IRS estimated-tax guidance (opens in a new tab).

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