Key June 2025 Tax Deadlines for Individuals: Stay Compliant and Avoid Penalties

June is a critical month for proactive tax management and compliance for individuals. At Haley Claypool & Associates, we understand how essential it is for taxpayers to remain mindful of upcoming deadlines to avoid costly penalties and ensure IRS compliance. Below, we highlight essential due dates, detail the consequences of missing them, and provide actionable compliance strategies tailored to 2025’s tax environment.

June 2 – Final Deadline for IRA Trustees to Issue Form 5498

IRA custodians and trustees must issue Form 5498 to account holders by June 2, 2025. This IRS-required form summarizes the Fair Market Value (FMV) as of December 31, 2024, and the year’s contributions. Proper documentation is crucial for calculating Required Minimum Distributions (RMDs) for anyone turning 73 or older in 2025. Timely receipt of this form supports both compliance and optimal retirement distribution strategies.

Image 3

June 10 – Deadline for Reporting Tip Income

If you’re an employee who earned at least $20 in tips during May, you are required to report these on IRS Form 4070 to your employer by June 10. Your employer will withhold the appropriate FICA and federal income taxes from your wages. If your regular wages are insufficient for the required withholdings, the difference will be reported in box 8 of your W-2—making you responsible for paying any uncollected amounts when filing your 2025 tax return. Stay organized: Meticulous tip tracking helps avoid surprises at tax time.

June 16 – 2nd Quarter Estimated Tax Payment Due

The IRS requires estimated payments for self-employed individuals, investors, landlords, and others with income not subject to withholding. The second quarter estimated tax payment for 2025 is due June 16. Underpayment can trigger penalties—specifically, an amount equal to the federal short-term rate plus three percent, assessed on a quarterly basis.

  • Safe Harbor Rule: You may avoid penalties if prepayments equal at least 90% of your 2025 total tax, or 100% of your 2024 tax liability (110% if AGI exceeds $150,000; $75,000 if married filing separately).
  • De Minimis Exception: If you owe less than $1,000 after subtracting prepayments, no penalty applies.

Example: If 90% of your current year’s liability falls short but your prepayments surpassed 110% of your prior year’s tax owed, you will still avoid the penalty. This underscores the importance of reviewing your tax trajectory throughout the year—especially in the event of windfall income (e.g., asset sales or retirement).

Have Questions?
Let's talk. We are here to help!
Contact Us

Image 1

CAUTION: State estimated tax rules and deadlines may differ from federal dates or standards. Contact Haley Claypool & Associates at 818-338-8700 for California-specific advice and support.

June 16 – Filing Deadline for Taxpayers Abroad

U.S. citizens and resident aliens who reside or serve outside the U.S. or Puerto Rico have until June 16 to file their 2024 tax return and pay any taxes due. Need extra time? File Form 4868 by this date for a four-month extension—note, however, this only extends your filing date, not your payment date. Any unpaid balance will accrue interest and late payment penalties.

Combat Zone & Contingency Area Extensions: Military members serving in a qualified combat zone or contingency area receive an automatic 180-day filing extension from the last day in the area or the last qualified hospitalization.

  • This extension allows for additional days equal to the time left to take IRS action at the time of deployment or entry into the combat zone.

Professional insight: Filing your tax return late carries a 5% per month penalty (maximum 25%). We recommend filing as soon as possible, even if you cannot pay in full. Our office is equipped to set up installment agreements for extended payment terms up to 72 months.

Image 2

Weekends, Holidays, and Disaster Area Extensions

If a deadline falls on a weekend or public holiday, the due date is automatically postponed to the next business day. In federally declared disaster areas, the IRS and FEMA may grant automatic extensions—check FEMA here or the IRS Newsroom for the latest updates.

Timely action on these June deadlines can keep you compliant and financially protected. For tailored guidance or to schedule a review of your tax position, contact Haley Claypool, Owner of Haley Claypool & Associates, at wendy.claypool@ipersyst.com or visit our Newport Beach, CA office. Expert support is just a call or email away.

Have Questions?
Let's talk. We are here to help!
Contact Us
Share this article...

Sign up for our newsletter.

Each month, we will send you a roundup of our latest blog content covering the tax and accounting tips & insights you need to know.

I confirm this is a service inquiry and not an advertising message or solicitation. By clicking “Submit”, I acknowledge and agree to the creation of an account and to the and .

We care about the protection of your data.