Estimated Tax Guides
In-depth guides on every aspect of quarterly estimated taxes.
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Due Dates
2025–2026 Quarterly Tax Due Dates: The Complete Calendar
Every deadline you need, plus what happens if you miss one.
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Safe Harbor
The Safe Harbor Rule: The Easiest Way to Avoid IRS Penalties
How to guarantee you won't be penalized, even if you underpay.
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Self-Employed
Estimated Taxes for Freelancers and 1099 Workers
A plain-English walkthrough for anyone with self-employment income.
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Rental Income
Estimated Taxes for Landlords
Rental income changes your tax picture — here's exactly how.
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Calculations
How to Calculate Your Estimated Taxes Step by Step
The exact math, simplified. No CPA required.
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Penalties
What Happens If You Miss an Estimated Tax Payment
The IRS penalty explained — and three ways to reduce it.
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Who Pays
Who Must Pay Estimated Taxes?
A clear breakdown of who's required to make quarterly payments.
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Payments
How to Pay Estimated Taxes Online: IRS Direct Pay and EFTPS
Step-by-step guide to paying electronically in under 5 minutes.
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Self-Employed
Self-Employment Tax: What It Is and How to Reduce It
The 15.3% tax most self-employed people don't see coming.