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Quarterly estimated taxes: who pays and when

Paychecks have tax taken out. 1099 income, rent and other income usually don't, so the IRS expects you to pay as you go during the year.

At a glance

Who has to pay

In most cases you need to make estimated payments if both are true:

This usually means gig workers, contractors, small business owners, landlords, and people with large investment gains or retirement withdrawals without withholding.

Due dates

For 2026 income: April 15, June 15 and September 15, 2026, then January 15, 2027. You can skip the January payment if you file your 2026 return by February 1, 2027 and pay the full balance with it.

For 2027 income: April 15, June 15 and September 15, 2027, then mid-January 2028. When a date falls on a weekend or holiday, it moves to the next business day.

The payments aren't true quarters: the second covers only two months and the fourth covers four.

How much to pay

If you also have a W-2 job, raising the withholding on your W-4 can cover the tax on your side income instead of separate payments.

How to pay

Choose "estimated tax" and the correct year so the payment lands in the right place.

Missed one? The penalty works like interest on the amount that was late, so paying as soon as you can keeps it small. It isn't a reason to skip the rest of the year.

Questions about your situation?

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Official sources: IRS: Form 1040-ES ↗ · IRS Publication 505 ↗ · IRS: Underpayment penalty ↗

Updated October 2026 for 2026 returns filed in 2027. General information only, not tax advice for your situation. Rules can change; your situation is confirmed when we prepare your return.

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