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QUARTERLY DUE DATESQ14/15Q26/15Q39/15Q41/15
Taxes·4 min read·Lesson 5 of 5

Quarterly estimated taxes for self-employed people

If you have freelance income, side gig revenue, or investment gains, you may need to pay taxes four times a year — not once. Here's the basic structure.

Written for plain-English understanding by Joseph Citizen. Why I built this →

If you're a W-2 employee, your employer withholds taxes from every paycheck. If you have substantial income that isn't withheld — freelance work, business income, investment gains — the IRS expects you to pay estimated taxes throughout the year, or you'll owe penalties at tax time.

Who needs to pay quarterly

You generally need to pay estimated taxes if you expect to owe at least $1,000 when you file. This includes self-employed people, gig workers, contractors, and anyone with significant non-W-2 income.

When they're due

Roughly four times a year: April 15, June 15, September 15, and January 15. The dates are calendar-based, not three months apart — June and September come up faster than people expect.

How much to pay

Two safe-harbor methods to avoid penalties:

  • Pay 100% of last year's total tax (110% if you earned over $150K)
  • Pay 90% of this year's actual tax

The first one is easier — look at last year's tax bill, divide by 4, pay that each quarter. Even if you make more this year, you won't owe penalties.

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Important

This lesson is general financial education only. It is not personal investment, tax, accounting, or legal advice. Examples are illustrative. Past performance does not guarantee future results.