Roth conversion decisions sit at the center of retirement tax planning. This topic hub covers when conversions help, how they interact with future RMDs, and where they can backfire.
7 articles
Curated reading on roth conversions.
Why this topic matters
The real question is not whether Roth is good. It is whether paying tax now creates a cleaner lifetime income path later.
April 22, 2026
A lot of retirees think their bracket tells them the tax cost of the next withdrawal. It often does not. Once Social Security, RMDs, Roth conversions, and Medicare thresholds start interacting, the next dollar can be much more expensive than it looks.
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April 14, 2026
The right Roth conversion amount is rarely 'as much as possible.' In 2026, the better question is who should convert, how much to convert this year, and when the strategy stops helping.
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April 14, 2026
A Roth conversion is not automatically a win. Here are the most common ways Roth conversions backfire, and how to tell when the next converted dollar is no longer helping.
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April 04, 2026
A lot of retirees treat RMDs like an administrative nuisance. They are not. A badly timed RMD can stack on top of Social Security, pensions, capital gains, and Roth conversions to create a surprisingly expensive tax year.
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January 19, 2025
Remember panicking about TCJA expiration? That's over. OBBBA made the tax rates permanent, added a new senior deduction, and created a critical 2025-2028 window for Roth conversions. Your retirement plan just changed - here's how.
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January 15, 2025
You spent 30 years deferring taxes into traditional IRAs. At 73, the IRS forces you to withdraw money you don't need, pushing you into higher brackets and triggering Medicare surcharges. There's a better way.
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January 14, 2025
Your retirement plan assumes 2024 tax rates forever. TCJA expires in 659 days. Your actual tax bill could be 20-30% higher than you're modeling. Are you planning for fantasy tax rates or reality?
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