If you’re used to a W-2 job where taxes come out of every paycheck automatically, freelancing changes the math in a way that catches a lot of people off guard. Nobody is withholding anything for you. The IRS still expects to be paid four times a year, and if you don’t send anything until April, you can end up owing a penalty on top of the tax itself.
Quarterly estimated taxes aren’t complicated once you understand the basic mechanics. The hard part is usually just remembering to set money aside consistently and knowing which dates actually matter.
Quick answer: the next deadline is January 15, 2027, for the fourth 2026 payment. The four 2027 payments are due April 15, 2027, June 15, 2027, September 15, 2027, and January 18, 2028. Here’s the full checklist.
Do you actually need to pay quarterly?
In the US, you generally need to make quarterly estimated payments if you expect to owe at least $1,000 in tax for the year after subtracting withholding and credits. In practice, this applies to almost anyone doing freelance or self-employed work as their main source of income, and to many people doing it as significant side income alongside a regular job.
If you have a day job with W-2 withholding and freelance on the side, you may be able to cover your freelance tax liability by increasing the withholding from your regular paycheck instead of filing separate quarterly payments. Check with a tax professional if you’re not sure which route applies to you, since this guide covers the general mechanics rather than your specific situation.
The due dates: what’s left of 2026, and all of 2027
Estimated tax payments are due four times a year, and the periods aren’t quite even calendar quarters. One date is still left for income earned in 2026:
| Payment | Covers income earned | Due date |
|---|---|---|
| Q4 2026 | September 1 – December 31, 2026 | January 15, 2027 |
For income earned in 2027, the full schedule is:
| Payment | Covers income earned | Due date |
|---|---|---|
| Q1 2027 | January 1 – March 31, 2027 | April 15, 2027 |
| Q2 2027 | April 1 – May 31, 2027 | June 15, 2027 |
| Q3 2027 | June 1 – August 31, 2027 | September 15, 2027 |
| Q4 2027 | September 1 – December 31, 2027 | January 18, 2028 |
That last date surprises people: January 15, 2028 falls on a Saturday, and the following Monday is Martin Luther King Jr. Day, a federal holiday — so the deadline moves to Tuesday, January 18, 2028. The same rule applies to any due date that lands on a weekend or a legal holiday: it shifts to the next business day.
Mark these dates somewhere you’ll actually see them. Missing a due date, even by a few days, can trigger an underpayment penalty, and unlike a lot of tax deadlines, there’s no automatic grace period for estimated payments.
How much is enough? The safe harbor rules
You don’t have to predict your income perfectly. The IRS gives you safe harbor targets: pay at least one of these, spread across the four due dates, and you generally avoid an underpayment penalty even if you end up owing more in April:
- 90% of the tax you’ll actually owe for the year, or
- 100% of last year’s total tax (from your prior-year return), or
- 110% of last year’s total tax, if your adjusted gross income last year was over $150,000.
For freelancers with uneven income, last year’s number is the easier target: it’s a fixed figure you already know, so each quarterly payment is simply a quarter of it. If your income is genuinely lumpy — a slow Q1 and a huge Q3 — the annualized income method lets you base each payment on what you actually earned in that period instead, so an early light quarter doesn’t force an early heavy payment.
Step-by-step: figuring out what you owe
1. Start with your net income, not your gross income. Estimated taxes are based on profit — revenue minus deductible business expenses — not on everything that hits your bank account. This is one of the most common sources of overpayment and underpayment alike, because people either forget to subtract real expenses or subtract things that aren’t actually deductible.
2. Estimate your total expected income for the year. This doesn’t need to be exact. Use your income so far this year and a reasonable projection for the rest of it. If your income is irregular, the annualized income method mentioned above tends to be more accurate than guessing a flat number.
3. Calculate self-employment tax separately from income tax. Self-employment tax covers Social Security and Medicare, currently 15.3% on net self-employment earnings up to the annual Social Security wage base, and 2.9% above it. This is easy to forget because it’s separate from ordinary income tax brackets, and it’s often the bigger of the two amounts for lower and mid-income freelancers.
4. Add your estimated income tax on top. Apply your expected federal tax bracket to your projected net income after standard or itemized deductions. If you’re not sure which bracket applies, a simple rule of thumb many freelancers use is to set aside 25 to 30% of net income to cover both self-employment tax and income tax combined, then true up the number at year-end with an accountant or tax software.
5. Divide by four, then adjust each quarter based on actual income. The IRS doesn’t require perfectly equal payments, only that you pay enough throughout the year to avoid a large gap by the deadline. If Q1 was a slow quarter and Q3 was a big one, your payments can reflect that instead of being forced into four identical numbers.
A simple system for setting money aside
The biggest practical failure point isn’t the math, it’s forgetting to actually set the money aside as it comes in, then facing a payment due date with no cash to cover it.
Set aside a fixed percentage the moment you get paid, not later. Whatever percentage you land on, whether it’s 25%, 30%, or a number your accountant gave you, move that amount to a separate account as soon as an invoice is paid, not at the end of the month. Money that sits in your main operating account tends to get spent on something else before tax season arrives.
Use a dedicated tax savings account. Keeping tax money mixed in with operating cash is the single most common reason freelancers come up short at the due date. A separate account, even a basic savings account at the same bank, creates a mental and practical barrier against spending it.
Reconcile quarterly, not just annually. Every quarter, compare what you’ve set aside against what your actual estimated payment calculation says you owe. This catches under-saving early, while there’s still time to adjust, rather than discovering a shortfall the week a payment is due.
Common mistakes that cause penalties or overpayment
Using gross revenue instead of net profit. This leads to wildly overestimating what you owe and setting aside far more than necessary, which isn’t a penalty risk, but it does tie up cash you could otherwise use in the business.
Forgetting self-employment tax entirely. This is the opposite mistake, underestimating total liability by only thinking about income tax, and it’s the more common cause of an unpleasant surprise in April.
Paying a flat number without adjusting for a genuinely uneven year. If you had one exceptional quarter — a large project, a seasonal spike — your estimated payment for that period should reflect it. Using the annualized income method avoids a penalty for underpayment in earlier quarters when income was legitimately lower.
Missing a due date because it wasn’t tracked anywhere. This is the easiest one to fix. Put all four dates in a calendar with a reminder a week ahead, not just on the day itself. Note that the January deadline moves in some years — January 18 in 2028 — so copy the dates from the table above, not from last year’s calendar.
How ABsort helps with this
Instead of pulling numbers from separate invoicing and expense spreadsheets every quarter, ABsort tracks income and deductible expenses continuously and pre-fills the relevant totals into standard estimated tax worksheets, so you’re not reconstructing the math from scratch every three months. Travel deductions count too — if you travel for client work, our guide to what counts as a per diem rate covers how those fit in. Combined with automated income and expense reports, it turns a task that usually requires digging through the whole quarter’s records into something you can check in a few minutes. See how to send invoices to clients and how to set up recurring invoices for a fully automated flow.
Frequently asked questions
When is the next quarterly tax deadline for freelancers?
January 15, 2027, the fourth and final payment for income earned in 2026. After that, the first 2027 payment is due April 15, 2027.
What are the quarterly estimated tax due dates for 2027?
April 15, 2027; June 15, 2027; September 15, 2027; and January 18, 2028. The January date moves because January 15, 2028 is a Saturday and the following Monday is a federal holiday.
How much should a freelancer set aside for quarterly taxes?
A common rule of thumb is 25–30% of net profit, covering both self-employment tax (15.3%) and income tax. To avoid an underpayment penalty, aim for at least 90% of this year’s tax, or 100% of last year’s total tax (110% if last year’s adjusted gross income was over $150,000).
What happens if I miss a quarterly payment?
The IRS charges an underpayment penalty calculated as interest on the amount you underpaid for the period it was late. Paying as soon as you notice — rather than waiting for the next quarter — stops the amount from growing.
Do I pay quarterly taxes with a specific form?
Yes: Form 1040-ES for individuals. Most freelancers pay online through IRS Direct Pay or the EFTPS system, which is faster and gives you an immediate confirmation record.
Quarterly taxes are far less stressful when the numbers are already organized before the deadline shows up. See how ABsort keeps your income, expenses, and tax prep in one place — from $12/month billed annually.
This guide is for general informational purposes and isn’t a substitute for advice from a licensed tax professional, since individual situations vary.