Year-End Financial Planning: What Retirees Should Consider in Q4 2025

Rod Yancy
September 23, 2025

As the calendar year begins to wind down, the fourth quarter presents a valuable opportunity for retirees to review their finances, adjust their retirement planning strategies, and prepare for the year ahead. While every individual's situation is unique and requires personalized professional guidance, there are several key areas that many retirees find worth exploring during this time of year.

Tax Planning Considerations

The final months of the year often serve as the last opportunity to make moves that could impact your current tax year. Some retirees choose to work with their tax professionals to review their projected income and consider whether any adjustments might be beneficial.

Required Minimum Distributions (RMDs) deserve particular attention. For those who must take RMDs from retirement accounts, the December 31st deadline approaches quickly. Some retirees use this time to calculate whether they've withdrawn the required amounts and explore timing strategies for any remaining distributions.

Tax-loss harvesting in taxable investment accounts is another area some retirees examine. This involves reviewing investment portfolios for positions that have declined in value, which might be sold to offset gains elsewhere in the portfolio.

Roth IRA conversions represent another strategy some retirees discuss with their advisors. Converting traditional IRA funds to a Roth IRA creates a current-year tax obligation but can provide tax-free growth and withdrawals in the future.

👉 Learn more about our estate planning workshops to understand how tax strategies integrate with long-term planning.

Healthcare and Benefits Review

Open enrollment seasons for Medicare and employer-sponsored health plans typically occur in the fall, making Q4 an ideal time to evaluate healthcare coverage options.

Medicare Annual Open Enrollment runs from October 15 to December 7, allowing beneficiaries to make changes to their Medicare Advantage or Part D prescription drug plans. Many retirees use this time to review their current coverage, compare available options, and ensure their plans still meet their medical and prescription needs.

Health Savings Account (HSA) contributions can be maximized before year-end for those still eligible. HSAs offer triple tax advantages and can serve as powerful retirement savings vehicles.

Estate Planning Updates

The end of the year provides a natural checkpoint for reviewing and updating estate planning documents. Life changes, tax law modifications, or shifts in family circumstances might warrant updates to wills, trusts, or beneficiary designations.

Document reviews help ensure that an estate plan reflects current wishes and family situations.

Annual gift tax exclusion opportunities might be considered by those interested in wealth transfer strategies. The annual exclusion allows individuals to give money or property to others without triggering gift tax consequences.

👉 If it’s time to update your estate plan, our experienced estate planning attorneys can help.

Social Security Optimization

For those not yet claiming Social Security—or those whose benefits might be affected by earnings—Q4 can be an important planning period.

Earnings test considerations matter for those receiving Social Security benefits while still working. Understanding how year-end bonuses or additional income might impact benefits can help in planning timing of income recognition.

Medicare premium adjustments based on income can be influenced by year-end financial decisions, as Medicare uses tax return information to determine premium amounts.

Investment Portfolio Review

Many retirees use the year's end to conduct a comprehensive review of their investment portfolios with their financial advisors.

Documentation and Record-Keeping

Q4 serves as an excellent time to organize financial records and prepare for the upcoming tax season.

Looking Ahead to 2026

Beyond immediate year-end considerations, Q4 offers an opportunity to think strategically about the year ahead.

Working with Professionals

The complexity of retirement financial planning often benefits from professional guidance. Q4 can be an ideal time to schedule consultations with:

You can also find support through our office locations, where our team is ready to help.

Getting Started

For retirees looking to make the most of Q4 planning, consider creating a checklist of areas to review. Gathering recent statements, tax documents, and other relevant paperwork can help make meetings with professionals more productive.

Remember that financial planning in retirement is highly individual, and what works for one person may not be appropriate for another. The strategies and considerations outlined here are meant to serve as starting points for conversations with qualified professionals who can provide guidance based on your specific situation.

The fourth quarter offers a window of opportunity to review, adjust, and prepare. By taking advantage of this time for thoughtful planning, retirees can position themselves to start the new year with confidence about their financial path forward.

Disclaimer: This blogpost provides general information about estate and financial planning and is not intended as legal or financial advice. It’s essential to consult with a qualified estate planning attorney and financial advisor to discuss your specific needs and create a plan that’s right for you.

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