EPISODE · Feb 12, 2026 · 20 MIN
What is a Roth Conversion, and Why Would I Do That?
from The Perfect Retirement Plan? · host Phillip Smith
Paying taxes on purpose sounds backwards...until you understand why Roth conversions are one of the most talked-about retirement planning strategies for people nearing retirement.In this episode of The Perfect Retirement Plan?, Phillip Smith explains what a Roth conversion actually is, why some retirees use them to reduce future taxes, and when they make sense (and when they don’t). This is a no-hype, plain-English walkthrough designed for people getting close to retirement (and those recently retired) who want clarity, not pressure.We cover how Roth conversions work, how they show up on your tax return, the five-year rules that confuse almost everyone, and how conversions fit into a broader retirement income, Medicare, and legacy planning strategy. This episode is especially relevant if you’re retiring in Oregon (or another state with income tax) and are thinking about RMDs, Social Security timing, or tax diversification.If you’ve searched “what is a Roth conversion,” “should I do a Roth conversion,” “Roth conversion explained,” or “how to reduce taxes in retirement,” this episode is for you.Episode Chapters00:00 – Why paying taxes on purpose feels wrong 01:48 – What a Roth conversion is and is not 02:44 – How Roth conversions actually work 03:24 – Paying taxes now vs later 04:51 – The five-year rules explained clearly 06:12 – Why retirees use Roth conversions 07:35 – RMDs, Medicare, and tax control 09:16 – When Roth conversions may not make sense 10:13 – The best timing windows for conversions 11:04 – Transfers vs rollovers vs conversions 13:17 – How to execute a Roth conversion correctly 14:19 – A real-world tax example 16:32 – Common Roth conversion mistakes 18:14 – How to think about conversions long-term 18:43 – Action steps and next movesMore resources at TidepoolWealth.com and on YouTube @TidepoolWealth.#RothConversion #RetirementPlanning #TaxPlanning #RetirementTaxes #howtoretire #OregonRetirement #RothIRA #RMDPlanning #MedicarePlanning #TidepoolWealthThanks for tuning in to this episode of The Perfect Retirement Plan, and remember: it's not about having the smartest financial advisor, the most money saved, or the highest probability of retirement success. The perfect retirement plan, for you – is the one you act on.Phillip Smith, CRPC AIF | Financial PlannerTidepool Wealth Strategies450 Country Club Road, Suite 350 | Eugene, OR | 97401____________________________________________________________________________________________Additional Disclosures: The opinions contained in this material are those of the author, and not a recommendation or solicitation to buy or sell investment products. This information is from sources believed to be reliable, but Cetera Wealth Services, LLC cannot guarantee or represent that it is accurate or complete.All investing involves risk, including the possible loss of principal. There is no assurance that any investment strategy will be successful.
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Paying taxes on purpose sounds backwards...until you understand why Roth conversions are one of the most talked-about retirement planning strategies for people nearing retirement. In this episode of The Perfect Retirement Plan?, Phillip Smith explains what a Roth conversion actually is, why some retirees use them to reduce future taxes, and when they make sense (and when they don’t). This is a no-hype, plain-English walkthrough designed for people getting close to retirement (and those recent...
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What is a Roth Conversion, and Why Would I Do That?
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