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Financial Systems·5 min read

Quarterly estimated taxes for small businesses

How self-employed individuals and small business owners pay taxes during the year — and how to avoid underpayment penalties.

Direct answer

If you expect to owe $1,000 or more in federal taxes for the year, the IRS requires you to pay estimated taxes quarterly — in April, June, September, and January. Missing or underpaying these installments results in an underpayment penalty. The simplest approach is to pay 100% of last year's tax bill across four equal payments.

Simple explanation

Employees have taxes withheld from every paycheck. Self-employed people don't — so the IRS requires them to estimate and pre-pay taxes four times a year. Most first-year business owners don't know this and get hit with a penalty when they file their annual return.

How to handle quarterly estimated taxes

  1. 1

    Understand who needs to pay

    If you expect to owe $1,000 or more in federal income tax for the year (after credits and withholding), you're required to pay quarterly. This includes self-employed individuals, freelancers, sole proprietors, and business owners who take distributions.

  2. 2

    Know the four due dates

    Q1 (Jan–Mar): April 15. Q2 (Apr–May): June 15. Q3 (Jun–Aug): September 15. Q4 (Sep–Dec): January 15 of the following year. Mark these on your calendar and set reminders.

  3. 3

    Calculate a safe payment amount

    The safest method: pay 100% of last year's total tax bill in equal quarterly installments (110% if last year's adjusted gross income exceeded $150,000). This is the 'safe harbor' rule — if you hit it, no penalty applies even if you end up owing more.

  4. 4

    Pay directly at IRS.gov

    Use IRS Direct Pay (free) or the Electronic Federal Tax Payment System (EFTPS) to make payments online. Keep your confirmation numbers.

  5. 5

    Set aside money monthly

    A practical rule: set aside 25–30% of every payment you receive into a separate savings account labeled 'taxes.' This removes the quarterly payment from your operating cash flow and prevents surprise shortfalls.

Summary

  • Pay quarterly if you expect to owe $1,000+ in federal taxes.
  • Due dates: April 15, June 15, September 15, January 15.
  • Safe harbor: pay 100% of last year's tax in equal installments.
  • Set aside 25–30% of income monthly so the payment isn't a surprise.

Frequently asked questions

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