Guides / Taxes

Quarterly Estimated Taxes Explained

If you expect to owe $1,000+ in federal tax, the IRS requires quarterly payments. Here are the deadlines, the safe-harbor rules, and the math.

TL;DR

If you expect to owe $1,000+in federal tax that isn't covered by withholding, you must make estimated payments four times a year. Hit one of the two safe harbors and you avoid the underpayment penalty regardless of what you owe in April.

Who needs to pay quarterly

You probably owe estimated tax if you're…

  • A sole prop, single-member LLC, or partner taking owner draws
  • An S-Corp owner taking distributions on top of salary
  • A freelancer or contractor with 1099 income
  • A landlord with net rental income
  • Anyone with significant investment income (dividends, capital gains, interest)

You can usually skip if…

  • You only have W-2 income and your withholding covers your tax bill
  • Your prior year tax liability was $0 and you were a US citizen all year
  • You expect to owe less than $1,000 after withholdings and credits

The four deadlines

They're not evenly spaced. Mark your calendar — or have Pixelbase do it.

Q1
April 15

Income from Jan 1 – Mar 31

Q2
June 15

Income from Apr 1 – May 31 (note: 2-month quarter)

Q3
September 15

Income from Jun 1 – Aug 31

Q4
January 15

Income from Sep 1 – Dec 31 (paid in the next year)

The two safe harbors

Hit either and the IRS won't penalize you, no matter how much you owe come April.

Safe Harbor 1

Prior-year rule

Pay 100% of last year's total tax (110% if your prior-year AGI was over $150K). Easy to calculate, no projections needed.

Last year's tax = $20,000
Quarterly = $5,000 × 4 = $20,000 total
Safe Harbor 2

Current-year rule

Pay 90% of this year's actual tax. Best if your income is much lower than last year — no point overpaying.

Projected tax = $12,000
90% = $10,800 / 4 = $2,700 per quarter

How to calculate your payment

The simple method (use prior-year safe harbor)

  1. Pull last year's federal tax return.
  2. Find line 24 on Form 1040 — your "Total tax."
  3. If your AGI was over $150K, multiply by 1.10. Otherwise use the same number.
  4. Divide by 4. That's your quarterly payment.
  5. Subtract any expected withholding (W-2 paycheck withholding from a side job, for example) before dividing.

For the more accurate current-year method, use IRS Form 1040-ES — it walks you through projecting income, deductions, credits, SE tax, and AMT.

How to actually pay

IRS Direct Pay

irs.gov/payments — bank transfer, no fee. Schedule up to 365 days in advance.

EFTPS

Free electronic federal tax payment system. Requires enrollment (~7 days). Best for ongoing use.

Card or check

Card payments via approved processors (1.75%–2% fee). Check via Form 1040-ES voucher mailed to the IRS.

Don't forget state estimated taxes

Most states with income tax also require quarterly estimates on the same (or similar) schedule. CA, NY, NJ, MA, IL — all have separate payment portals. 9 states have no income tax and skip this entirely (AK, FL, NV, NH, SD, TN, TX, WA, WY).

What happens if you miss a payment

The IRS underpayment penalty

The penalty is the short-term federal interest rate plus 3%, applied to the underpayment for the period it was late. For 2024–2025, that's about 8% annually. It compounds quarter-over-quarter, so missing Q1 and Q2 hurts much more than missing just Q4.

  • Missed Q1 ($5,000) + Q2 ($5,000) by April 15 of next year = ~$600 penalty
  • State penalties apply on top (typically 5%–10% annualized)
  • The penalty is non-deductible — it's real money out the door

Common misconceptions

"I'll just pay everything in April."

You'll owe the underpayment penalty plus interest. The IRS prefers being paid quarterly to match cash needs.

"Estimated tax only covers income tax."

It also covers self-employment tax (15.3%) — which is often the bigger chunk for solopreneurs.

"If I overpay quarterly, that's wasted money."

Overpayments become a refund (or applied to next year's estimates). Slightly worse cash flow, no penalty.

Auto-Estimates

Quarterly taxes, on autopilot.

Pixelbase tracks your income in real time, calculates safe-harbor estimates, schedules federal + state payments before each deadline, and shows you exactly how much to set aside. No spreadsheets. No surprises.

Set Up Auto-Estimates