Roth Conversions: Smart Tax Move or Expensive Mistake? episode artwork

EPISODE · Jun 3, 2026 · 17 MIN

Roth Conversions: Smart Tax Move or Expensive Mistake?

from Retire With Confidence · host Josh Duncan, CFP®

Could a Roth conversion help reduce taxes in retirement or create an expensive mistake?Many investors hear that Roth conversions are one of the most powerful retirement planning strategies available. But what often gets overlooked is that every Roth conversion comes with tradeoffs. Converting too much can increase your tax bill, affect Medicare premiums, create cash flow challenges, and reduce the overall effectiveness of your retirement plan.In this episode, Josh Duncan explains how Roth conversions work, why they can be powerful, and the situations where they may backfire. You'll learn how to evaluate whether paying taxes today could improve your after-tax financial life tomorrow.Topics include:How Roth conversions fit into retirement planningWhen a Roth conversion may reduce future taxesHow required minimum distributions (RMDs) affect the decisionThe impact of Medicare IRMAA surchargesWhy tax bracket management mattersHow Roth conversions can affect spouses and heirsCommon Roth conversion mistakes investors makeWhether you're approaching retirement or already retired, understanding the tax consequences of Roth conversions can help you make more informed financial decisions.👉 Work with us at https://www.f5fp.com.About F5 Financial Planning:At F5 Financial Planning, we help individuals and families align their finances with what matters most so they can live lives of Freedom and Significance. We are a fee-only, fiduciary financial planning and investment management firm, meaning we don’t earn commissions or sell products — our only commitment is to our clients’ best interests. We provide comprehensive financial planning, investment management, tax-efficient strategies, and retirement planning for families, corporate executives, and entrepreneurs. Our team serves clients nationwide through virtual meetings and from offices in Illinois, Georgia and Florida.At F5, our goal is simple: to help you gain confidence, clarity, and control over your financial future so you can focus on the people and passions that matter most. Visit https://www.f5fp.com to learn more about our services and planning process.*****Advisory services are offered through F5 Financial Planning, LLC, an SEC-registered investment adviser. This content is for educational and informational purposes only and should not be considered personalized financial, investment, tax, or legal advice.Viewing these videos does not create an advisory relationship with F5 Financial. All investments involve risk, including possible loss of principal. For guidance specific to your situation, please consult a qualified professional.#FinancialFreedom #FinancialPlanning #WealthManagement #RetirementPlanning #F5Financial #RothConversion #RothIRA #TraditionalIRA #TaxPlanning

Could a Roth conversion help reduce taxes in retirement or create an expensive mistake?Many investors hear that Roth conversions are one of the most powerful retirement planning strategies available. But what often gets overlooked is that every Roth conversion comes with tradeoffs. Converting too much can increase your tax bill, affect Medicare premiums, create cash flow challenges, and reduce the overall effectiveness of your retirement plan.In this episode, Josh Duncan explains how Roth conversions work, why they can be powerful, and the situations where they may backfire. You'll learn how to evaluate whether paying taxes today could improve your after-tax financial life tomorrow.Topics include:How Roth conversions fit into retirement planningWhen a Roth conversion may reduce future taxesHow required minimum distributions (RMDs) affect the decisionThe impact of Medicare IRMAA surchargesWhy tax bracket management mattersHow Roth conversions can affect spouses and heirsCommon Roth conversion mistakes investors makeWhether you're approaching retirement or already retired, understanding the tax consequences of Roth conversions can help you make more informed financial decisions.👉 Work with us at https://www.f5fp.com.About F5 Financial Planning:At F5 Financial Planning, we help individuals and families align their finances with what matters most so they can live lives of Freedom and Significance. We are a fee-only, fiduciary financial planning and investment management firm, meaning we don’t earn commissions or sell products — our only commitment is to our clients’ best interests. We provide comprehensive financial planning, investment management, tax-efficient strategies, and retirement planning for families, corporate executives, and entrepreneurs. Our team serves clients nationwide through virtual meetings and from offices in Illinois, Georgia and Florida.At F5, our goal is simple: to help you gain confidence, clarity, and control over your financial future so you can focus on the people and passions that matter most. Visit https://www.f5fp.com to learn more about our services and planning process.*****Advisory services are offered through F5 Financial Planning, LLC, an SEC-registered investment adviser. This content is for educational and informational purposes only and should not be considered personalized financial, investment, tax, or legal advice.Viewing these videos does not create an advisory relationship with F5 Financial. All investments involve risk, including possible loss of principal. For guidance specific to your situation, please consult a qualified professional.#FinancialFreedom #FinancialPlanning #WealthManagement #RetirementPlanning #F5Financial #RothConversion #RothIRA #TraditionalIRA #TaxPlanning

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This episode is 17 minutes long.

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This episode was published on June 3, 2026.

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Could a Roth conversion help reduce taxes in retirement or create an expensive mistake?Many investors hear that Roth conversions are one of the most powerful retirement planning strategies available. But what often gets overlooked is that every Roth...

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