Most people key on April 15 as the only date that matters when it comes to income taxes. But especially for business owners and commercial real estate professionals, there are four critical tax payment dates. Failure to pay quarterly estimated tax payments can result in penalties. Here’s what you need to know about quarterly estimated tax payments and how to avoid tax penalties.
What This Article Covers
- Key IRS due dates for quarterly payments
- How estimated payments prevent underpayment penalties
- How to calculate what you should pay each quarter
- Safe‑harbor rules that help you avoid IRS penalties
What Income Requires Quarterly Estimated Tax Payments?
Put simply, if you have income that is not subject to withholding, then you may need to make quarterly estimated tax payments. This includes investment income (including partnership income), rents, income from self-employment, and capital gains. If all of your income is from W-2 wages, then you probably don’t have to worry about quarterly estimated tax payments.
When Are Quarterly Estimated Tax Payments Due?
Quarterly estimated tax payments are due four times a year, per the table below. Note that there are a couple of confusing dates:
- The payment for the first quarter of the year is due on April 15. This is the same date the full-year income taxes are due for the previous year, but this is a separate payment for the current year. Don’t confuse the two!
- The payment for the last quarter of the year is due on January 15 of the following year. People often think they have until April 15 to pay taxes for the previous year, but that is not true if you are subject to quarterly estimated tax payments.
| Earning Period | Due Date |
| January 1 to March 31 | April 15 |
| April 1 to May 31 | June 15 |
| July 1 to August 31 | September 15 |
| September 1 to December to | January 15 of the following year |
How to Avoid Penalties When Making Quarterly Estimated Tax Payments
To avoid penalties, each quarterly payment must be at least 25% of the lesser of:
- 90% of your current‑year total tax liability, or
- 100% of your prior‑year tax liability (if your prior‑year AGI was $150,000 or less)
If your prior‑year AGI exceeded $150,000, the safe‑harbor threshold increases to:
- 110% of your prior‑year tax liability, or
- 90% of your current‑year tax liability
Your income may change during the year. If you shift from W‑2 to 1099 income—or receive a large amount of non‑W‑2 income such as rents, investment income, or capital gains—you may need to begin making quarterly estimated tax payments mid‑year.non-W2 income during the year, like investment income, rents, or capital gains.
How IRS Penalties for Underpayment Are Calculated
The penalty you may owe for underpayment of quarterly estimated tax payments is based on three factors:
You can think of the penalty as essentially and interest payment that you owe due to unpaid taxes.
How Dominion Financial Advisors Helps With Tax Planning
We don’t prepare or file tax returns—that’s a backward‑looking process. Instead, we take a forward‑looking approach to help you plan your income, manage tax exposure, and avoid costly surprises. Our goal is to help you keep more of what you earn, not send it to the IRS.
If you want a financial plan that anticipates tax issues before they become problems, schedule a complimentary consultation today.