Estimated Tax Payments: Answering the What, Why, When, Where and How
As Benjamin Franklin famously observed, taxes are one of life’s few certainties. Even our inevitable demise does not let us escape the tax collector.
It is unproductive to view taxes strictly through a lens of doom and gloom. The intent, at least in theory, is constructive. Tax dollars fund the shared systems that allow society to function. Roads, schools, public safety, infrastructure, and essential services all exist because communities collectively contribute to their upkeep.
While most tax obligations are calculated on an annual basis, governments still need revenue throughout the year to operate. Estimated tax payments exist to bridge that gap. They spread tax payments across the year, aligning cash flow for both taxpayers and the agencies that rely on those funds.
The key question is not whether estimated payments apply, but how to manage them properly. Here are some answers to the basic what, why, when, where and how about these tax payments.
WHAT Are Estimated Tax Payments?
Estimated tax payments are quarterly prepayments of income tax made to federal and, depending on a taxpayer’s specific situation, state and local tax authorities.
If you earn W-2 wages, an estimate of your tax liability is withheld with every paycheck to be remitted to tax authorities throughout the year.
If you have earnings through other means, your tax obligations and estimated tax payments will require further calculations. This typically applies to the following:
- Business owners and self-employed individuals
- Partners and S-Corporation shareholders
- Investors with significant capital gains, dividends and interest income
If you earn income without withholding, estimated payments should be part of your planning.
WHY Do Estimated Tax Payments Exist?
Before you jump into account statements and pull out the calculators, it is important to consider why this activity exists. Simply put, the United States of America, along with most global economic powers, operates on a pay-as-you-go system. The government expects taxes to be paid as income is earned.
If you do not pay enough throughout the year, you may face underpayment penalties, interest charges, and a large, unexpected balance due upon tax return filing.
Estimated payments provide better cash flow for both the government and taxpayers.
WHEN Are Estimated Tax Payments Due?
While there are some specific types of tax returns with different due dates, most taxpayers should keep in mind the following general quarterly due dates:
- 1st Quarter (January through March): April 15th
- 2nd Quarter (April through May): June 15th
- 3rd Quarter (June through August): September 15th
- 4th Quarter (September through December): January 15th (of the new year)
Most states follow a similar schedule. Local estimated payments will vary by jurisdiction.
WHERE Are Estimated Tax Payments Collected?
The IRS has increasingly encouraged the use of electronic payment methods, though accepted payment options and procedures may change over time. Taxpayers should confirm current payment acceptance policies directly with the IRS.
Commonly used secure electronic payment methods available for taxpayers to use include electronic funds withdrawals set up to be remitted with tax return filing or using the IRS maintained systems, Direct Pay or EFTPS (Electronic Federal Tax Payment System). These systems are similar in functionality but have distinctive features and processes.
From what we know, the IRS will continue to accept checks for the time being, but there has been no guarantee given for how long this will last.
Each state with an income tax process has its own revenue department portal and methods for payment collection.
Local estimated taxes, where applicable, are paid through the designated municipal or county tax authority.
When making payments, it is critical to make sure that the proper taxpayer and tax year are applied during processing. Misapplied payments create avoidable administrative headaches.
HOW Are Estimated Tax Payments Calculated?
There are two primary approaches:
- Prior Year Safe Harbor – Payments are based on last year’s total tax liability. One would target either 100% of prior year tax, or 110% if last year’s adjusted gross income exceeded $150,000. This method provides penalty protection but may not reflect current income changes and can result in large refunds or balances due at filing time.
- Current Year Projection – Project current year income and calculate tax accordingly. This method requires precision and up-to-date financial information to be correct.
For business owners, this is where coordination matters. Bookkeeping, payroll withholding, entity structure and cash flow planning all impact the strategies behind estimated payments.
Calculations should be based on projections and forecasts, not guesses.
Final Thoughts
Estimated tax payments are not something to fear, nor should they be thought of as a compliance hurdle. They are a tool for cash flow planning.
When handled proactively, they can help reduce surprises and improve visibility into year-end obligations. However, estimated payments rely on projections and may require adjustment throughout the year
Effective planning often involves coordination with qualified tax professionals and regular review of financial information.
Done properly, estimated payments become part of the plan rather than raising worry and a scramble as April 15 approaches.
“This material is provided for informational purposes only and should not be construed as tax, legal, or investment advice. Baldwin Management, LLC does not provide legal advice. Tax laws and IRS procedures are subject to change. Individuals should consult their own qualified tax advisor regarding their specific circumstances.”
The opinions expressed in this Commentary are those of Baldwin Investment Management, LLC. These views are subject to change at any time based on market and other conditions, and no forecasts can be guaranteed. The reported numbers enclosed are derived from sources believed to be reliable. However, we cannot guarantee their accuracy. Past performance does not guarantee future results. We recommend that you compare our statement with the statement that you receive from your custodian. A list of our Proxy voting procedures is available upon request. A current copy of our ADV Part 2A & Privacy Policy is available upon request or at www.baldwinmgt.com/disclosure.
Benjamin Meck, CPA, Deputy Managing Director of Accounting Services
Benjamin joined Baldwin Family Office in 2023 after spending 8 years gaining experience in corporate, cost, construction, and property accounting. He holds a B.S.B.A in both Accounting and Finance from Bloomsburg University of Pennsylvania. He earned the CPA designation in 2022. He is a member of the Pennsylvania Institute of Certified Public Accountants, the National Association of Tax Professionals, and the Construction Financial Management Association.

