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Key Tax Deadlines for September 2025

As the tax year progresses, it's critical to stay ahead of important dates, particularly when it comes to reporting tips and making estimated tax payments. Navigating these deadlines effectively can prevent penalties and set you up favorably for the upcoming year. Let’s dive into what you need to know for September 2025.

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2025 Fall and 2026 Tax Strategy
Connecting with a tax advisor can provide clarity for both immediate obligations and next year's planning. Schedule a consultation with our office to tailor strategies suited to your situation.

September 10 - Report Your August Tips
For employees receiving over $20 in tips during August, you're required to declare these on IRS Form 4070 by September 10. Your employer will manage FICA and other necessary withholdings from your wages. Should your earnings not sufficiently cover these withholdings, expect the shortfall to be noted in box 8 of your W-2, to be paid with your annual return.

September 15 - Estimated Tax Payment Deadline

By September 15, ensure the third installment of 2025 estimated taxes is paid. Our tax system is designed as "pay-as-you-earn," and adherence is critical. Here’s how you can meet the requirements:

  • Payroll withholding for employees
  • Pension withholding for retirees
  • Estimated payments for those with additional income sources

Failing to meet the "safe harbor" amount leads to underpayment penalties, calculated quarterly at the federal short-term rate plus 3%. Knowing your "safe harbor" paths can prevent this penalty:

  • Paying 90% of the current year’s owed tax.
  • For those earning above $150,000 AGI, covering 110% of last year’s tax suffices.

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Example: Suppose you owe $10,000 in tax for this year, and your prepayments total $5,600. You would need a payment of $9,000 to avoid penalties, which your prepayments do not meet. But if last year’s tax was $5,000, your current $5,600 payment exceeds the 110% rule, saving you from penalties under that provision.

Such scenarios highlight the need for vigilant prepayment planning, especially with rising incomes due to bonuses or asset sales. Timely estimated payments are a must to avoid liabilities.

Important Notices:

State-Specific Rules: State regulations on de minimis amounts and safe harbor rules may vary. Verify with our office for state-specific guidelines.

Weekend and Holiday Adjustments: Should deadlines fall on weekends or holidays, they extend to the next business day.

Disaster Area Considerations:

Federal extensions apply if an area is disaster-designated. Stay informed through FEMA and IRS resources:
FEMA
IRS

Our commitment is to guide you—bridging complexities with approachable advice, so you feel confident in your tax journey.

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