Your 2025 Retirement Checklist

About Stephen Dybwad

Stephen is an independent financial advisor who believes the true art of financial guidance is not so much in the accumulation of assets but is in the preservation and distribution of those assets. Steve has been providing highly individualized financial guidance to clients across the nation for over 30 years. He is a popular speaker and lecturer and has formed several strategic alliances with accountants, attorneys, and other professionals to bring a multi-disciplined approach to the planning process.

Whether you’re counting down the days to retirement or still a few years away, planning is the cornerstone of a fulfilling and financially secure retirement. As we step into 2025, this checklist can help ensure you’re on track to meet your goals. Taking a proactive approach now can make all the difference when you transition to your next chapter.

Assess Your Financial Readiness

Start by understanding where you stand financially. A thorough review of your savings, income sources, and expected expenses will give you a clear picture of your readiness.

  • Review Your Savings: Evaluate your retirement accounts, such as 401(k)s, IRAs, and any pension benefits. Ensure you contribute as much as possible to maximize employer matches and tax advantages.
  • Social Security Planning: Review your estimated benefits by visiting the Social Security Administration’s website. Decide the best time to start taking distributions, as delaying beyond your full retirement age can increase your monthly benefit.
  • Calculate Expenses: Develop a detailed budget that reflects your retirement lifestyle. Account for essentials like housing, healthcare, and groceries, as well as discretionary expenses for travel or hobbies.

Optimize Your Investments

As retirement approaches, balancing growth potential with protecting what you’ve saved is essential.

  • Evaluate Risk Tolerance: Ensure your investment portfolio aligns with your risk tolerance and time horizon. A financial professional can help you determine an appropriate mix of stocks, bonds, and other assets.
  • Rebalance Your Portfolio: Market fluctuations can shift your asset allocation over time. Rebalancing your portfolio annually can help maintain your desired level of risk.
  • Consider Income-Generating Investments: Explore options like dividend-paying stocks, bonds, or annuities to provide a steady income stream during retirement. Remember, guarantees on annuities are subject to the claims-paying ability of the insurer.

Plan for Healthcare Costs

Healthcare is one of the most significant expenses in retirement, so planning ahead is crucial.

  • Understand Medicare: Familiarize yourself with Medicare enrollment periods, coverage options, and costs. If you’re retiring before age 65, explore alternatives like COBRA or marketplace plans.
  • Budget for Out-of-Pocket Costs: Even with Medicare, you’ll need to account for deductibles, copayments, and services not covered by insurance.
  • Consider Long-Term Care: Evaluate whether long-term care insurance or other strategies make sense for your situation. This can help protect your assets if you need extended care.

Evaluate Your Lifestyle Needs

Retirement isn’t just a financial transition—it’s a lifestyle change. Reflect on how you’ll spend your time and where you’ll live.

  • Decide Where to Live: Consider whether to downsize, relocate, or stay in your current home. Factor in proximity to family, climate, and cost of living.
  • Outline Your Goals: Write down your retirement dreams, whether they include travel, volunteering, or pursuing hobbies. Having a clear vision can help guide your financial decisions.

Address Estate and Legacy Planning

Ensure your legal and financial documents reflect your wishes and provide for your loved ones.

  • Update Your Will and Trust: Review and revise these documents as needed to ensure they align with your current goals and circumstances.
  • Designate Beneficiaries: Confirm that beneficiaries are correctly listed on retirement accounts, insurance policies, and other financial instruments.
  • Power of Attorney and Advance Directives: Assign trusted individuals to make financial or medical decisions on your behalf if needed.

Seek Professional Guidance

Retirement planning can feel overwhelming, but you don’t have to navigate it alone. A licensed financial professional can help you develop a tailored plan that addresses your unique goals and concerns. Many employers also offer retirement resources and seminars to help employees prepare.

Start 2025 With Confidence

Retirement is a milestone worth celebrating, but it requires thoughtful preparation. By following this checklist, you can approach retirement with a sense of clarity and confidence. The earlier you start planning, the more secure and fulfilling your retirement years can be. Take charge of your future today!

Many people have learned about the power of the Safe Money approach to reducing volatility. Our Safe Money Guide, now in its 20th edition, is available for free.  

It is an Instant Download.  Here is a link to download our guide: 

Safe Money Guide – Annuity.com

About Stephen Dybwad

Stephen is an independent financial advisor who believes the true art of financial guidance is not so much in the accumulation of assets but is in the preservation and distribution of those assets. Steve has been providing highly individualized financial guidance to clients across the nation for over 30 years. He is a popular speaker and lecturer and has formed several strategic alliances with accountants, attorneys, and other professionals to bring a multi-disciplined approach to the planning process.

View The Best Annuity Rates Available Now

Annuities are a safe and reliable retirement product. They can transform your savings into a more predictable income. Speak with one of our qualified financial professionals today to find out how an annuity can offer you guaranteed monthly income for life.

This article is for informational purposes only and is based on the writer’s general research and understanding of the topic. The author and publisher do not assume responsibility for any actions taken based on the information presented.

All annuity guarantees are subject to the claims-paying ability of the insurer. Specific annuity contract terms may vary by provider. Annuity riders may be subject to eligibility and underwriting requirements, additional premium requirements and/or minimum or maximum coverage amounts. Availability and rider provisions may vary by state.

Annuity.com agents are independent licensed insurance agents and most are not licensed to sell securities or banking products. Annuity.com does not provide tax or legal advice. Any discussion of these topics within the article is for general information purposes only and does not constitute specific advice from any independent agent or Annuity.com as a whole. Readers are encouraged to consult with a licensed financial or securities advisor, attorney, or CPA before making any financial or investment decisions.

Our unique system of “Pooled and Shared” articles by our authors, our outside contributors, and writing assistants provides efficiency, enhanced collaboration, and greater topic accessibility. This allows for a better utilization of content and productivity while delivering meaningful content to our readers.

Content in our posted articles is deemed to be accurate but topics, facts and laws can change. It is always a good idea to verify facts before making decisions. Always seek authorized and professional advice regarding financial decisions which includes investing, annuity purchases, tax planning, changes in a financial portfolio and retirement planning.

Share This Entry:

In This Article

Protect Your Retirement

Our 20th edition of The Safe Money Guide, the standard of the industry.

Recent Posts

Archives