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Calendar & Deadlines

Financial Deadline Calendar

Stay on top of critical financial dates throughout the year. From tax deadlines and IRA contributions to health insurance enrollment and RMDs, this calendar keeps you organized and compliant.

Upcoming Deadlines

Q2 Est. Taxes

Jun 15, 2026

Second quarterly estimated tax payment for self-employed and high-earning individuals.

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FAFSA Deadline

Jun 30, 2026

Deadline to file the Free Application for Federal Student Aid (FAFSA) for the upcoming academic year.

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Q3 Est. Taxes

Sep 15, 2026

Third quarterly estimated tax payment for self-employed and high-earning individuals.

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Medicare Open Enrollment

Dec 7, 2026

Annual period to enroll in or change Medicare plans (Parts A, B, C, D).

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RMD Deadline

Dec 31, 2026

Deadline to withdraw the IRS-required minimum distribution from retirement accounts.

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All Financial Deadlines

Tax

Tax Day (Federal Income Tax Return)

April 15 (or next business day if falls on weekend)

Deadline to file your federal income tax return (Form 1040) and pay any taxes owed.

For: Most U.S. individual taxpayers

Q1 Estimated Tax Payment

April 15

First quarterly estimated tax payment for self-employed and high-earning individuals.

For: Self-employed, freelancers, investors with large capital gains

Q2 Estimated Tax Payment

June 15

Second quarterly estimated tax payment for self-employed and high-earning individuals.

For: Self-employed, freelancers, investors with large capital gains

Q3 Estimated Tax Payment

September 15

Third quarterly estimated tax payment for self-employed and high-earning individuals.

For: Self-employed, freelancers, investors with large capital gains

Q4 Estimated Tax Payment

January 15 (next year)

Fourth and final quarterly estimated tax payment, due January 15 of next year.

For: Self-employed, freelancers, investors with large capital gains

Form 1099 Filing Deadline (Payers)

January 31

Deadline for employers and businesses to file Form 1099-NEC, 1099-MISC, and other income reports.

For: Businesses and individuals who paid $600+ to independent contractors, freelancers, or service providers

W-2 Filing and Reporting Deadline

January 31

Deadline for employers to send W-2 forms to employees and file with the IRS.

For: Employers and businesses with employees

Retirement

IRA Contribution Deadline (Prior Year)

April 15 (or April 18 if Tax Day falls on weekend)

Final deadline to make IRA contributions for the prior calendar year and claim deductions.

For: Anyone with earned income wanting to contribute to a Traditional or Roth IRA

Required Minimum Distribution (RMD) Deadline

December 31

Deadline to withdraw the IRS-required minimum distribution from retirement accounts.

For: Those age 73+ with Traditional IRAs, 401(k)s, or similar retirement accounts

Education

FAFSA Priority Deadline

June 30 (federal); varies by state

Deadline to file the Free Application for Federal Student Aid (FAFSA) for the upcoming academic year.

For: High school seniors, transfer students, or anyone applying for federal financial aid

Healthcare

ACA Health Insurance Open Enrollment

November 1 – January 15

Annual open enrollment period to apply for or change individual health insurance through the ACA marketplace.

For: Uninsured individuals and those buying individual health insurance through the ACA marketplace

Medicare Open Enrollment Period

October 15 – December 7

Annual period to enroll in or change Medicare plans (Parts A, B, C, D).

For: Medicare beneficiaries age 65+

How to Use This Calendar

Check Regularly

Review upcoming deadlines monthly. Most deadlines fall in predictable months (April for taxes, January for RMDs), so planning ahead prevents last-minute stress.

Mark Your Calendar

Add deadline dates to your phone calendar 2–3 weeks in advance. This gives you time to prepare documents and avoid missing deadlines due to busy schedules.

Read the Details

Click into each deadline for long-form explanation, consequences of missing it, and a preparation checklist. Knowledge prevents costly mistakes.

Use Related Tools

Many deadlines have related calculators. Use them to estimate your obligations and plan accordingly (e.g., estimated tax calculator for quarterly payments).

Frequently Asked Questions

Do I need to follow all these deadlines?↓

Not all deadlines apply to everyone. For example, if you don't have a mortgage, IRA, or children, some deadlines are irrelevant. Review the"Who It's For" section on each deadline to see if it applies to your situation.

What if I miss a deadline?↓

Missing deadlines can result in penalties, interest, or loss of eligibility. Each deadline page explains consequences. If you miss a deadline, contact the relevant agency (IRS, state, etc.) immediately to understand your options and minimize penalties.

Are deadline dates the same every year?↓

Most deadlines are fixed (e.g., April 15 for taxes). However, some vary (e.g., if April 15 falls on a weekend, the deadline moves to Monday). This calendar shows the standard rules; always confirm the exact deadline in the given year.

What if I live in a state with different deadline dates?↓

Federal deadlines are the same nationwide. However, some states have different deadlines (e.g., state income tax, state FAFSA). Check your state's revenue agency or education department for state-specific dates. This calendar focuses on federal deadlines.

Never Miss a Deadline Again

Mark your calendar, use our related calculators to prepare, and stay on top of financial deadlines. Click into any deadline above for detailed preparation steps and guidance.