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Quarterly Taxes for Small Business Owners: Deadlines, Payments & Tips

Quarterly Taxes for Small Business Owners: Deadlines, Payments & Tips

Aug-22-2025

Small business owners often ask: “Do small business owners need to pay quarterly taxes?” The answer is yes, if you anticipate paying at least 1,000 in federal taxes after credits and withholding, you probably should make quarterly tax payments to the IRS.

Entrepreneurs, freelancers, and self-employed persons receive no automatic tax deductions taken out of their pay checks, as is the case with W-2 employees. Rather, you will have to pay quarterly taxes during the yearly cycle. In this blog, we will give you a step-by-step guide to filing quarterly tax, explain the deadlines, show you how you can calculate quarterly taxes, and also share tips on how to avoid penalties.

Quarterly Taxes Explained for Entrepreneurs

Quarterly taxes (also known as quarterly estimated tax) are taxes paid up front to the IRS (and sometimes state tax agencies). They cover:

  • Federal income tax

  • Self-employment tax (Social Security + Medicare)

  • State income tax (if it’s applicable)

This system promotes the flow of taxes on a regular basis instead of all at once at an annual filing. Concisely, quarterly business tax filing helps ensure your small business is up to date with IRS regulations.

Who Needs to Pay Quarterly Estimated Taxes

You must pay self-employed quarterly taxes or business estimated taxes if you

  • Run a business as a sole proprietor, partnership, or S-corp shareholder

  • Are a freelancer, consultant, or gig worker

  • Earn untaxed income (interest, rental income, dividends, or capital gains)

  • Expect to owe more than $1,000 for the year after credits and withholding

Farmers and fishermen have their own special rules, and regular W-2 employees with enough tax withheld from their paychecks usually don’t need to pay quarterly taxes.

IRS Quarterly Tax Deadlines

The IRS requires that you make 4 quarterly estimated tax payments per year. If you fail to meet these deadlines, you may trigger penalties.

  • April 15: Covers income earned Jan 1 – Mar 31

  • June 16: Covers income earned Apr 1 – May 31

  • September 15: Covers income earned Jun 1 – Aug 31

  • January 15: Covers income earned Sep 1 – Dec 31

(The deadline is adjusted to the next business day if the due date is a weekend or a holiday)

How to Calculate Quarterly Taxes

Curious how to pay quarterly taxes? That is how to file quarterly taxes step by step:

Step 1. Estimate your annual income using your profit-and-loss statements or last year’s tax return.

Step 2. Calculate your tax liability:

  • Federal income tax (based on your tax bracket)

  • Self-employment tax 

  • State income tax (if required)

Step 3. Divide the total by four to determine your quarterly tax payments.

Step 4. Use IRS Form 1040-ES (the official IRS form for quarterly tax payments) to calculate and send payments.

If your income fluctuates, recalculate each quarter to avoid underpayment.

How to Pay Quarterly Taxes

Small business can choose many options to pay tax on a quarterly basis through IRS:

  • IRS Direct Pay (online bank transfer)

  • EFTPS (Electronic Federal Tax Payment System), secure online portal

  • Credit/Debit Card, with processing fees

  • Check or Money Order with Form 1040-ES voucher

For state obligations, check your local quarterly business tax filing requirements.

Avoid Penalties on Quarterly Taxes

Missing deadlines or paying less than required can trigger penalties. To avoid penalties on quarterly taxes:

  • Pay at least 90% of your current year’s liability, OR

  • Pay 100% of last year’s liability (110% if income exceeds $150,000).

  • Set aside 25–30% of income monthly in a tax savings account.

Following these strategies is the best way to avoid penalties on late quarterly tax payments.

Quarterly Taxes vs Annual Taxes for Small Business

  • Quarterly taxes: Paid four times a year to stay compliant and avoid penalties.

  • Annual taxes: The final tax return (Form 1040 with Schedule C, if self-employed).

Both work together: quarterly taxes cover your liability throughout the year, while annual filing reconciles any differences.

Quarterly Tax Tips for Freelancers and Small Business Owners

  • Use the best analytic software to manage the quarterly taxes (such as PayProNext or QuickBooks)

  • Maintain out-goings and expenses accounts to reduce taxable income

  • Make tax savings automatic by moving money into a special account on a monthly basis

  • If overwhelmed, consider quarterly business tax filing services for professional help

Final Thoughts on Quarterly Taxes

Comprehending the amount of estimated taxes to pay is of great importance to small business owners, freelancers, and entrepreneurs in terms of quarterly taxes. Ensuring that you know how to estimate quarterly taxes, select quarterly tax payment options available to small business owners, and keeping up to date with quarterly tax deadlines can help you stay on top of quarterly estimated taxes and prevent fines.

Payments quarterly can seem an added burden; however, it eliminates paying tax all at once near the end of the year and leaves your business sound. Such tools as PayProNext and a proper tax plan would make the process easier to understand and allow you to concentrate on securing the growth of your business.

Quarterly tax overview guide to entrepreneurs: Pay the right amount, on time, and evade penalties.