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November 06.2025
4 Minutes Read

Important Retirement Tax Moves: Act Before December 31 to Save in 2025

Retirement tax planning moves on clipboard with coffee and laptop.

Your Comprehensive Guide to Retirement Tax Moves Before Year-End

The countdown to year-end tax planning has begun, and for retirees, proactive and informed actions can significantly impact their tax outcomes for 2025 and beyond. With complexities such as required minimum distributions (RMDs) and age-specific deductions coming into play, not acting could result in higher tax liabilities. Here, we delve into essential moves retirees can implement before December 31 to optimize their retirement income and tax strategy.

Navigating Required Minimum Distributions (RMDs)

RMDs are mandatory withdrawals that individuals aged 73 and older must make from their retirement accounts each year. Understanding the timing and implications of these distributions is crucial. Delay in taking RMDs can result in hefty penalties—up to 25% of the untaken funds. In addition to avoiding penalties, proper planning can help you manage your tax bracket. For instance, many retirees may experience a 'two RMD trap,' where if you defer your first RMD to the April 1 deadline, you may end up taking two withdrawals in one tax year, which can significantly increase your taxable income.

To mitigate market volatility's impacts on your portfolio, consider withdrawing RMDs strategically during market downturns to protect your overall investment balance.

Capitalize on Capital Losses

Tax-loss harvesting allows you to offset capital gains by selling investments at a loss. This strategy can be particularly beneficial if you find yourself in the higher tax brackets. If your total capital losses exceed your capital gains, the IRS allows you to deduct up to $3,000 against your ordinary income. If your losses surpass that, they can be carried forward to future years. This move can shield your other income streams such as pensions and required distributions from higher tax brackets.

Roth Conversions: Timing is Key

Conversions from traditional IRAs to Roth IRAs can have lasting financial benefits. The ideal time for such conversions may be during lower-income years, commonly found between retirement and the commencement of Social Security benefits. Moving pre-tax dollars into a Roth account means paying taxes on the converted amount now, while future withdrawals will be tax-free, offering a hedge against rising tax rates in the years ahead.

Exploring 529 to Roth Conversions

Recent legislative changes, particularly those from the Secure Act 2.0, have opened avenues for converting unused 529 savings plan funds into Roth IRAs. This strategy remains subject to certain conditions, such as the beneficiary needing to have earned income. Successfully converting can provide your heirs with an early start on tax-advantaged retirement savings without being subjected to penalties.

Maximizing Itemized Deductions

The 'bunching strategy' involves paying for two years' worth of itemized expenses within a single tax year, maximizing the itemized deductions for that year. This can provide significant savings particularly for high medical expenses or charitable contributions, which will become even more valuable with the impending changes to AGI floors in 2026. By ensuring contributions are processed by December 31, retirees can capitalize on this tax-saving opportunity before the stricter 2026 rules take effect.

Qualified Charitable Distributions (QCDs) and Their Tax Benefits

QCDs can be a smart strategy to fulfill RMD requirements while simultaneously reducing taxable income. For those aged 70 ½ and older, donating a part of the RMD gifts directly to charity can exclude those funds from taxable income, potentially lowering AGI and tax rates. It's a win-win: fulfilling charitable intentions without the tax burden.

Reviewing Healthcare Coverage

As part of year-end planning, reviewing your health insurance plans during open enrollment is essential. Medicare and ACA marketplace plans may see significant cost adjustments in 2026, with Medicare premiums projected to rise sharply. This time of year is not just about optimizing your income; ensuring that your health coverage aligns with your needs can save you from unexpected out-of-pocket costs in the new year.

Estate Planning: Secure Your Legacy

Amid forthcoming tax law changes in 2026, reviewing your estate plan is a critical part of year-end preparation. With new exclusion amounts making it easier to transfer wealth tax-free to heirs, taking time now to adjust your beneficiary designations and estate documents may prevent issues down the line and ensure a smooth transition for your heirs.

Final Steps and Considerations

While the holiday season can feel overwhelming, taking intentional steps before the year's end can lead to more favorable tax outcomes in 2026. From making strategic RMD withdrawals to utilizing tax-loss harvesting and making timely charitable contributions, each move can contribute to better financial health in retirement. Additionally, enlisting the help of a qualified tax professional can help tailor these strategies to fit your individual situation best. Proactive planning today can secure a stronger financial foundation for tomorrow.

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