Stay on Track with the 2025 Retirement Calendar Checklist

January 6, 2025

Planning for retirement can feel overwhelming, especially when juggling financial, health care, and personal milestones. Our comprehensive “2025 Retirement Calendar Checklist” is here to help you stay on track with critical deadlines and important actions to secure your financial future. Whether it’s filing taxes, reviewing investment strategies, or preparing for Medicare enrollment, this guide breaks down the year ahead into manageable steps. Let’s dive into the key dates and tasks to ensure you’re set up for success in 2025 and beyond.

Click here to download the 2025 Retirement Calendar Checklist

Key Highlights:

  1. Monthly Deadlines
    Stay on top of Medicare enrollment periods, tax filing deadlines, and quarterly estimated tax payments. These critical dates help you avoid penalties and keep your financial plans in order.
  2. Final Quarter Tasks
    The year’s last quarter is ideal for reviewing unrealized investment gains, organizing charitable donations, and preparing required minimum distributions (RMDs) for tax efficiency.
  3. Annual Review
    Reassess your estate plan, update key legal documents like powers of attorney and wills, and ensure beneficiary designations align with your goals.
  4. Birthday Milestones
    Track essential retirement-related age milestones, such as when you qualify for penalty-free distributions, Social Security benefits, or Medicare enrollment.

This checklist ensures you’re not only meeting deadlines but also optimizing your retirement strategy. Bookmark this guide to navigate 2025 with confidence, and don’t hesitate to reach out for professional advice tailored to your needs.

For personalized support, contact us at Omni360 Wealth. Let’s make your retirement planning seamless and stress-free.


Practice Areas:



Schedule your free Exploratory phone call

Click here to see how we
can be of assistance.

Careers/Open Positions

Explore all available job
listings and become a part of an amazing team.

Payment Portal
for Tax and Accounting invoice

This link offers a secure, quick way to complete your payment with Omni360 Advisors LLC.

Our Social Media

Connect with us on Social Media using the following buttons:

Visit our Podcasts

Listen in, Join the Conversation!

Recent Posts

Holiday Visits Are the Perfect Time to Check In on Retired Parents—Here’s What to Look For

Make the most of your holiday visit by checking in on your retired parents’ well-being, financial health, and estate planning. Here’s what to review while you’re together. Use the Holidays to Ensure Your Parents’ Well-Being—Financially and Otherwise The holidays are a time for celebration, family meals, and meaningful reconnection—but they’re ...

<p>The post Holiday Visits Are the Perfect Time to Check In on Retired Parents—Here’s What to Look For first appeared on Integrated Tax Planning, Legal Planning & Financial Planning.</p>

Understanding How Annuities Are Taxed: What Retirees and Legacy Planners Need to Know

Learn how annuities are taxed based on type, payout structure, and ownership—essential insights for retirees, estate planners, and beneficiaries. Annuity Taxation Explained: A Guide for ...

<p>The post Understanding How Annuities Are Taxed: What Retirees and Legacy Planners Need to Know first appeared on Integrated Tax Planning, Legal Planning & Financial Planning.</p>

Investing Across Generations: What We Can Learn from Baby Boomers to Gen Z

Discover how different generations invest, what influences their financial decisions, and how you can use these insights to build a smarter investment strategy. From Boomers to Gen Z: Lessons in Investing Across the Generational Divide Every generation has its own approach to money, shaped ...

<p>The post Investing Across Generations: What We Can Learn from Baby Boomers to Gen Z first appeared on Integrated Tax Planning, Legal Planning & Financial Planning.</p>