Ready for a personalized plan? Book your FREE retirement readiness call 👉 https://www.concurrentfp.com/
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Roth conversions can be a tax win - or an expensive mistake.
In this episode, Dr. Preston Cherry (Financial Planning Ph.D., CFP®, Top 10 Investopedia Advisor, Founder of Concurrent Wealth Management) shows exactly when conversions work, when they don’t, and how to size yours without tripping Medicare IRMAA, ACA subsidy cliffs, or phaseouts.
You’ll learn the “retirement tax valley” timing, how to calculate your conversion room, and the guardrails that keep a smart move from turning costly.
This isn’t about hacks. It’s about aligning taxes, timing, and your life- so you build durable, tax-free income with confidence.
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What You’ll Learn in This Video👇
✅ The 3 rules for a winning Roth conversion (rate arbitrage, income smoothing, no surcharge surprises)
✅ “Retirement tax valley”: the window after work, before SS/RMDs when conversions shine
✅ How to calculate this year’s conversion room (“fill, don’t spill”) and pay tax without penalties
✅ Law changes to watch: wider lower brackets vs. hidden phaseouts that raise your effective rate
✅ IRMAA & ACA tripwires: how $1 over a tier can add $3,000 - $6,000 in premiums next year
✅ Pro-rata rule (Form 8606), asset location after you convert, and the Dec 31 hard deadline
✅ Case study: multi-year plan → lower lifetime taxes, fewer surcharges, bigger ending Roth
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Who Is This Video For?
📌 Gen X & Boomers in their 50s - 60s eyeing conversions in the gap years
📌 High earners with RSUs/bonuses who don’t want to overpay by converting in peak years
📌 DIY planners who want a clear formula and simple guardrails
📌 Couples planning Social Security/RMD timing and survivor tax exposure
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Ready for a personalized plan? 👉 Book your FREE retirement readiness call: https://www.concurrentfp.com/
Subscribe for weekly, data-driven retirement strategies👇
YouTube: @DrPrestonCherry
Take the Gen X Retirement Readiness Quiz 🚨
https://concurrentfp.typeform.com/genx-scorecard
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Key Words linking To This Topic:
Roth conversion timing, retirement tax valley, IRMAA Medicare surcharge, ACA subsidy cliff, pro rata rule Form 8606, Roth conversion penalties, estimated tax safe harbor, TCJA brackets phaseouts, Social Security timing, RMD planning, asset location Roth vs pre-tax, Gen X retirement planning, tax efficient retirement income, convert to Roth or not, Medicare premiums tiers, lifetime tax planning
#RothConversion #TaxFreeRetirement #RetirementPlanning #GenXMoney #IRMAA #MedicarePremiums #TaxStrategy #RMDPlanning #SocialSecurityTiming #ACACliff #Form8606 #BracketManagement #TaxBracketArbitrage #AssetLocation #FinancialPlanning #PersonalFinance #InvestingTips #RetireSmart #AvoidOverpaying #WealthPlanning #TaxTips #MoneyMatters #RetirementStrategy #PortfolioPlanning #CFPAdvice
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