Map Your Money
#41 - Roth Conversions in Retirement: Finding Potential Low-Tax Windows
Sep 10, 2026
Episode 41
BGA Teams
Roth conversions are often associated with the years before retirement, but certain opportunities may also arise after someone stops working, begins receiving Social Security, or starts taking required minimum distributions.
In this episode of Map Your Money, financial advisor Jaime Benedetti and Chief Investment Officer Jeff Cone explore how lower-income years may create potential openings for Roth conversions at relatively low federal income tax rates. Using two hypothetical retirees, they illustrate how taxable income, deductions, Social Security benefits, state taxes, and required minimum distributions can interact when evaluating a conversion.
The first scenario examines a newly retired individual who has not yet claimed Social Security and is using assets from a taxable account to meet current expenses. Jaime explains how the period between retirement and the beginning of Social Security or required distributions may provide an opportunity to convert a portion of a traditional IRA while remaining within lower federal tax brackets.
The second scenario considers an older retiree who is already receiving Social Security and approaching or taking required minimum distributions. The discussion demonstrates why Roth conversion planning may still be worth evaluating, while highlighting how additional income can cause a greater portion of Social Security benefits to become taxable.
Jaime and Jeff also discuss the difference between a Roth contribution and a Roth conversion, why required minimum distributions must generally be satisfied separately from a conversion, and how converting traditional retirement assets may affect future required distributions. They also consider the potential advantages and limitations of completing conversions during periods of market volatility or decline.
Topics covered include:
- Identifying potential Roth conversion windows in retirement
- Evaluating conversions within lower federal income tax brackets
- Coordinating conversions with Social Security decisions
- The interaction between Roth conversions and taxable Social Security benefits
- Planning before and after required minimum distributions begin
- The distinction between Roth contributions and Roth conversions
- How conversions may affect future required distributions
- Federal and state tax considerations
- Why the timing and amount of a conversion are highly situation-specific
The central takeaway is not that everyone should complete a Roth conversion, but that retirement tax planning should be evaluated over multiple years. A conversion that appears unattractive in one year may look different during a period of lower taxable income.
The examples discussed are hypothetical and provided solely for educational and illustrative purposes. References during the episode to "free" or "zero-tax" Roth conversions refer to situations in which federal income tax on a conversion may be minimal or potentially zero based on specific assumptions; state taxes and other tax consequences may still apply. They do not represent any particular client, and the tax figures and assumptions may not apply to other individuals or future tax years. This discussion should not be construed as individualized investment, tax, or legal advice or as a recommendation to complete a Roth conversion, delay Social Security, or pursue any particular retirement strategy. Roth conversions can generate current federal and state income taxes and may affect the taxation of Social Security benefits, Medicare premiums, tax credits, deductions, and other financial-planning considerations. Tax laws and individual circumstances vary and may change. Consult qualified financial and tax professionals before taking action.
Available to watch on
Youtube: https://youtu.be/GTCVEU6M8u0