What Is a Roth Conversion — And How Can You Do It Wrong?

How Roth conversions work, when they might make sense, and the mistakes that can turn a smart tax strategy into an expensive surprise
Roth conversions sound smart. Tax-free growth, tax-free withdrawals later, more flexibility in retirement — what’s not to like?
Well… the tax bill today. That part.
In this episode, Shari Rash, founder of GWA Wealth, breaks down what a Roth conversion actually is, how it works, and why “tax-free later” does not mean “free today.” A Roth conversion can be a powerful planning tool, but it can also backfire if you convert too much, do it in the wrong year, ignore the pro-rata rule, forget about Medicare premiums or other income-based thresholds, or assume you can undo it later.
Shari explains the difference between a Roth contribution, a Roth conversion, and a backdoor Roth, why the conversion amount usually gets added to your taxable income for the year, and why a large pre-tax retirement balance usually means you need a better plan — not a bigger conversion.
You’ll hear:
What a Roth conversion is and how it differs from a Roth contribution
Why the conversion amount is not the tax bill, but may be taxable income
How converting too much in one year can create a bigger tax bill than expected
Why the pro-rata rule can make a backdoor Roth less clean than it sounds
Why outside cash to pay the taxes matters
How Medicare premiums, five-year rules, and tax brackets can affect the decision
Why Roth conversions should come from a projection, not a podcast-induced burst of motivation
The biggest takeaway: do not hear “Roth conversion” and think, “I should do that.” Hear “Roth conversion” and think, “This is something worth analyzing.”
This episode is for educational and informational purposes only and is not individualized financial, investment, tax, legal, or accounting advice. Before making decisions about Roth conversions, retirement accounts, taxes, or investments, talk with a qualified financial professional or tax professional who understands your full situation.
If you want help building a financial plan that connects your income, taxes, retirement accounts, investments, and long-term goals, visit GWA Wealth to explore your next step.
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If you’re ready for personalized, judgment-free financial guidance, learn more about working with Shari. Shari Rash is the founder of GWA Wealth a virtual advisory firm helping women make confident, values-aligned decisions with their money.
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Shari Rash is a financial planner and Investment Adviser Representative of GWA Wealth, a Registered Investment Adviser. The information provided in this podcast is for educational and informational purposes only and should not be construed as personalized investment, tax, or legal advice. Listening to this podcast does not create an advisory relationship with Shari Rash or GWA Wealth. All investments involve risk, including the potential loss of principal. Any references to specific investments, strategies, or securities are for illustrative purposes only and are not recommendations. You should consult your own financial advisor, tax professional, or attorney regarding your individual situation before making any financial decisions.
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