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Under which scenario would a Roth conversion not make the most sense? Have a money question? Email us here Subscribe to Jill on Money LIVE Subscribe to Jill on Money Newsletter YouTube: @jillonmoney Instagram: @jillonmoney Twitter: @jillonmoney "Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com. To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy Learn more about your ad choices. Visit https://podcastchoices.com/adchoices
Market headlines grab attention—but taxes quietly shape outcomes. Art McPherson explains why tax planning matters as much as investment returns and how emotional decisions can derail retirement income. From market cycles to Roth conversions, this episode focuses on controlling what you can when uncertainty is unavoidable. For more information visit www.artofmoney.com! Follow us on social media: YouTube | Instagram | Facebook | LinkedInSee omnystudio.com/listener for privacy information.
What if your biggest retirement risk isn’t the market—but the taxes you never planned for? On this episode, Steve Hoyl digs into how taxes, risk, and income planning collide in the final stretch before retirement. The conversation covers Roth strategies, market downturns, Social Security taxation, and why a 401(k) alone isn’t a plan. It’s a candid look at the psychology of retirement and how written strategies—income, tax, and risk—work together when life and markets change. Get Your Complimentary Retirement Analysis Social Media: Facebook | X See omnystudio.com/listener for privacy information.
The hosts of Investing Simplified discuss the importance of comprehensive financial planning, highlighting the need for diversification across asset types and tax buckets, including pre-tax, tax-free, and taxable accounts. They emphasize that every individual's financial situation is unique and encourage listeners to consult with professional advisors before making any investment or gifting decisions. The show provides practical advice on managing income, charitable giving, and estate planning, always reminding listeners that gifting and spending choices should be carefully weighed against future needs and potential unexpected expenses.A central topic is Roth IRA conversions, which the hosts describe as a powerful but complex tax strategy. They explain that converting pre-tax retirement funds to a Roth IRA is a taxable event, but careful timing—such as waiting to move to a no-income-tax state—can potentially result in significant tax savings. The conversation covers key considerations like current and future tax brackets, state residency, required minimum distributions, and the impact on retirement income streams. Ultimately, they reinforce that Roth conversions require thoughtful calculation and professional consultation, and can help achieve long-term tax-free growth and flexibility for retirement if incorporated wisely into a personalized plan.Navigating the world of finance can be overwhelming, especially when biased advice and outdated strategies cloud the path to financial success. That's why Price Financial Group Wealth Management created Investing Simplified — a podcast dedicated to demystifying the complexities of finance and investing. Join our experienced hosts and guest experts as they break down financial concepts into practical, actionable insights. Whether you're a seasoned investor or just getting started, Investing Simplified is your go-to resource for honest advice and proven strategies to help you build a confident financial future. Meet the Hosts: Matt Mai - CIO & Wealth Manager Matt Sudol - COO & Wealth Manager Bo Caldwell - CCO & Wealth Manager Tune in and take charge of your financial journey with clarity and confidence! Schedule A Complimentary Consultation
Suze Orman's Women & Money (And Everyone Smart Enough To Listen)
In this Ask KT & Suze Anything episode, Suze answers your questions about Roth conversions, being on multiple mortgages, home loans and so much more. Check out Suze’s NEW website: SuzeOrman.com Watch Suze’s YouTube Channel Jumpstart financial wellness for your employees: https://bit.ly/SecureSave Protect your financial future with the Must Have Docs: https://bit.ly/3Vq1V3GGet your savings going with Alliant Credit Union: https://bit.ly/3rg0YioGet Suze’s special offers for podcast listeners at suzeorman.com/offerJoin Suze’s Women & Money Community for FREE and ASK SUZE your questions which may just end up on the podcast. Download the app by following one of these links: CLICK HERE FOR APPLE: https://apple.co/2KcAHbHCLICK HERE FOR GOOGLE PLAY: https://bit.ly/3curfMISee omnystudio.com/listener for privacy information.
In this episode of Retire With Style, Wade and Alex discuss key retirement tax planning strategies, including Roth conversions, effective marginal tax rates, and the role of income tracking in decision-making. They examine long-term capital gains treatment, IRMAA surcharges, and the structural design of retirement accounts. The conversation also highlights the complexity of the tax code, the value of automated tax-mapping tools, and strategic considerations such as using reverse mortgages to manage tax liabilities. Takeaways Expenses do not equate to tax bills in retirement. Roth conversions can help manage tax implications of RMDs. Medicare IRMA surcharges are not affected by Roth conversions. A 12% EMR target is reasonable for most retirees. Monitoring income is crucial for effective tax planning. Long-term capital gains can be harvested at 0% under certain conditions. Simplifying the tax code could alleviate financial planning complexities. Roth conversions do not have a defined break-even age. Effective marginal rates consider more than just income tax brackets. Qualified Longevity Annuity Contracts can defer RMDs. Chapters 00:00 Understanding Required Minimum Distributions (RMDs) and Tax Implications 01:55 Roth Conversions and Medicare IRMA Considerations 04:13 Establishing Effective Marginal Rates for Tax Efficiency 07:34 Income Tracking and Year-End Tax Planning 09:21 Long-Term Capital Gains and Tax Bracket Strategies 12:02 The Role of Tax Maps in Financial Planning 15:16 Simplifying the Tax Code: A Call for Change 15:57 Roth Conversions: Timing and Break-Even Analysis 17:13 Effective Marginal Rate vs. Effective Tax Rate Explained 18:50 Qualified Longevity Annuity Contracts and RMDs 20:14 The Ideal Retirement Account Structure 21:44 Tax Diversification Strategies for Different Ages 23:47 Using Reverse Mortgages for Tax Payments 24:33 Impact of Reverse Mortgages on ACA Subsidies 26:38 Roth Conversions vs. Tax Gain Harvesting Strategies 28:55 Utilizing Tax Map Calculators for Personalized Planning 29:58 Conclusion and Future Considerations Links
A $5,000 Roth conversion that promises zero taxes sounds tempting but the fine print tells a very different story. In this episode, Mike and Ryan break down a real-world question that raises major red flags in retirement planning. They unpack how certain advisors frame “tax-free” strategies, why bonuses inside financial products can quietly create bigger tax bills, and how time horizons can make or break long-term outcomes. The conversation widens to the realities of today’s financial advice industry, from sales-driven recommendations to the importance of working with someone who can address taxes, income, and planning together. Want to begin building your retirement and tax plan? Click Here to Schedule a 15-minute Discovery Call Follow us for more helpful insights:
A Roth conversion means paying taxes now instead of later, but is it the right move for your retirement? We'll explain exactly how Roth conversions work, walk through a $100k example that shows the actual tax impact over 25 years, and give you three critical questions to ask before you convert. Whether you're planning for retirement or already there, this episode can help you decide if a Roth conversion makes sense for you.--Ready to take the next step? Schedule a RetireReady Call at https://bit.ly/4aAXuK7
Taxes can quietly reshape retirement faster than most people expect. In this episode of The Retirement Key, recorded from this past weekend’s radio show, Abe Abich breaks down why popular strategies like Roth conversions aren’t always a slam dunk anymore. The conversation explores how taxes, Medicare premiums, Social Security, income planning, and healthcare costs intersect—and how small income changes can trigger big financial consequences. Real-world retirement scenarios highlight why coordination, timing, and flexibility matter when protecting income, managing risk, and planning for the unexpected in retirement. Schedule your complimentary appointment today: TheRetirementKey.com Get a free copy of Abe’s book: The Retirement Mountain: The 7 Steps To A Long-Lasting Retirement Follow us on social media: YouTube | Instagram | Facebook | LinkedInSee omnystudio.com/listener for privacy information.
Jeremy Keil examines how tax law changes might affect Roth conversion strategies for retirees in 2026. A few years ago, Roth conversions felt like one of those rare financial strategies that was almost too obvious to ignore. Taxes were historically low. The Tax Cuts and Jobs Act had put a clear expiration date on those lower brackets. And for many retirees, the logic seemed airtight: pay taxes now at a lower rate so you don't pay more later. Fast forward to today, and that certainty just isn't the same. With new tax legislation making today's lower tax brackets permanent—at least for now—many retirees are asking a very different question: Are Roth conversions still worth it in 2026 and beyond? The short answer is yes. But not for the reasons many people think. The real problem isn't Roth conversions themselves. The problem is the assumptions people make about them. Roth conversions exploded in popularity when it appeared obvious that taxes were about to rise. The assumption was straightforward: convert while rates are low, avoid higher taxes later, and you'll come out ahead. But that assumption rested on two ideas that don't always hold up: That tax rates would definitely rise. That income in retirement would naturally fall. For some people, both are true. For many others, neither is. Markets have been strong. Retirement accounts are larger than expected. Capital gains, pensions, and Social Security stack on top of one another. And suddenly, retirement income isn't as “low tax” as it once looked on paper. The Difference Between Tax Bracket and Tax Cost One of the most common mistakes retirees make is focusing on their tax bracket instead of their tax cost. On a tax return, you might see yourself in the 12% or 22% bracket and assume Roth conversions are inexpensive. But once Social Security enters the picture, the math becomes more complicated. As additional income comes in, Social Security benefits that were once tax-free begin to become taxable—up to 85% of the benefit. In that phase-in range, every dollar withdrawn from a traditional IRA can cause more Social Security to be taxed. The result is an effective tax cost that can be significantly higher than the bracket suggests. This is where many well-intentioned Roth strategies quietly go off track. Medicare Premiums Change the Equation Taxes aren't the only cost that matters. Medicare income-related premium adjustments—often called IRMAA—are triggered when income crosses certain thresholds. These surcharges commonly appear in two situations: when required minimum distributions begin, and when one spouse passes away and income thresholds are suddenly cut in half. A Roth conversion that pushes income just over one of these lines can increase Medicare premiums for years. That added cost has to be weighed alongside any future tax savings the conversion might create. A Cautionary Roth Story This is where a real-world example brings the point home. I once worked with a woman to determine the right amount of Roth conversions to do. We carefully mapped out a plan to spread conversions over three tax years so she could stay within reasonable tax and Medicare thresholds. She was comfortable with the plan. The numbers made sense. We executed the first conversion near the end of the year and agreed to revisit the second one in January. But after our meeting, she decided to take matters into her own hands. Rather than following the plan, she converted everything at once. That single decision pushed her income from a moderate tax bracket into much higher ones, triggered additional Medicare premium costs, and permanently locked in taxes that were far higher than necessary. The intent was good. The outcome was not. The mistake wasn't believing in Roth conversions—it was assuming that “more” was always better. The Real Takeaway for 2026 and Beyond Roth conversions are not dead. But Roth assumptions are. Lower tax rates today don't automatically mean Roth conversions are cheap. A future tax increase isn't guaranteed. And a zero-tax retirement is not always worth the price paid to get there. Roth conversions should always be considered—but never assumed. When done thoughtfully, in the right amounts, and at the right times, they can improve retirement income and flexibility. When done without planning, they can quietly undermine both. And in retirement, the goal isn't to win a tax strategy.The goal is to create a better retirement. Don't forget to leave a rating for the “Retire Today” podcast if you've been enjoying these episodes! Subscribe to Retire Today to get new episodes every Wednesday. Apple Podcasts: https://podcasts.apple.com/us/podcast/retire-today/id1488769337 Spotify Podcasts: https://bit.ly/RetireTodaySpotify About the Author: Jeremy Keil, CFP®, CFA is a retirement financial advisor with Keil Financial Partners, author of Retire Today: Create Your Retirement Income Plan in 5 Simple Steps, and host of the Retirement Today blog and podcast, as well as the Mr. Retirement YouTube channel. Jeremy is a contributor to Kiplinger and is frequently cited in publications like the Wall Street Journal and New York Times. Additional Links: Buy Jeremy's book – Retire Today: Create Your Retirement Master Plan in 5 Simple Steps Are Roth Conversions for Retirees Dead in 2026 Because of the New Tax Law? By Jeremy Keil, Kiplinger.com Connect With Jeremy Keil: Keil Financial Partners LinkedIn: Jeremy Keil Facebook: Jeremy Keil LinkedIn: Keil Financial Partners YouTube: Mr. Retirement Book an Intro Call with Jeremy's Team Media Disclosures: Disclosures This media is provided for informational and educational purposes only and does not consider the investment objectives, financial situation, or particular needs of any consumer. Nothing in this program should be construed as investment, legal, or tax advice, nor as a recommendation to buy, sell, or hold any security or to adopt any investment strategy. The views and opinions expressed are those of the host and any guest, current as of the date of recording, and may change without notice as market, political or economic conditions evolve. All investments involve risk, including the possible loss of principal. Past performance is no guarantee of future results. Legal & Tax Disclosure Consumers should consult their own qualified attorney, CPA, or other professional advisor regarding their specific legal and tax situations. Advisor Disclosures Alongside, LLC, doing business as Keil Financial Partners, is an SEC-registered investment adviser. Registration does not imply a certain level of skill or expertise. Advisory services are delivered through the Alongside, LLC platform. Keil Financial Partners is independent, not owned or operated by Alongside, LLC. Additional information about Alongside, LLC – including its services, fees and any material conflicts of interest – can be found at https://adviserinfo.sec.gov/firm/summary/333587 or by requesting Form ADV Part 2A. The content of this media should not be reproduced or redistributed without the firm’s written consent. Any trademarks or service marks mentioned belong to their respective owners and are used for identification purposes only. Additional Important Disclosures
In this episode of Retire with Style, hosts Alex Murguia and Wade Pfau discuss the launch of the third edition of the Retirement Planning Guidebook and respond to audience questions on tax planning and retirement strategy. They explain what's new in the latest edition, explore tax-efficient planning concepts including Roth conversions, and unpack key issues such as drawdown strategies and preferential income stacking. The conversation also touches on potential future tax changes, offering practical insights to help listeners make more informed retirement planning decisions. Takeaways The third edition of the Retirement Planning Guidebook is shorter and more affordable. Tax maps are included in the new edition of the book. Roth conversions can be beneficial even if taxes are paid from an IRA. Preferential income stacking can significantly impact tax rates. Future tax legislation is uncertain, and planning should follow current laws. Blending distributions from different accounts can optimize tax efficiency. Roth conversions should be considered based on individual tax situations. Beneficiary considerations can influence the decision to convert to Roth IRAs. It's important to understand effective marginal tax rates for better planning. Avoid pulling money from IRAs to invest in taxable accounts. Chapters 00:00 Introduction and Overview 01:44 Book Launch Insights 09:09 Tax Planning Questions Begin 11:26 Drawdown Order and Legacy Planning 12:41 Roth Conversions and Tax Implications 15:32 Preferential Stacking Explained 18:14 Future Tax Legislation Predictions 20:57 Roth Conversions and Tax Payments 23:29 Beneficiary Considerations for Roth IRAs 26:38 Strategic Drawdown Planning 30:12 Navigating Tax Strategies for Retirement Spending Links
What if your tax strategy is quietly draining thousands from your retirement? In this episode, JoePat Roop exposes the real disconnect between how much people think they need for retirement and what truly determines long‑term stability: income, spending, taxes, and smart distribution planning. He dismantles scare‑tactic numbers, highlights overlooked opportunities like Roth conversions and QCDs, and explains why your tax bracket—not your balance—shapes your future. With practical stories and clear examples, this episode empowers listeners to rethink their tax approach and build a more efficient, confident retirement plan. For more information or to schedule a consultation call 704-946-7000 or visit BelmontUSA.com! Follow us on social media: YouTube | Instagram | Facebook | LinkedInSee omnystudio.com/listener for privacy information.
In this episode of Money Matters, Scott and Pat answer listener questions and explain when Roth conversions make sense, when they don't, and how taxes, IRMAA Medicare surcharges, and market volatility can change retirement outcomes. They discuss strategic gifting to adult children, helping fund Roth IRAs, 401(k)s, and HSAs without killing motivation, and walk through a real call from a retired teacher debating whether converting his accounts is worth it. Along the way, Scott and Pat break down the math behind Roth conversions, explain how pensions and Social Security affect the results, and why paying conversion taxes from retirement accounts can wipe out the benefits. If you're retired or nearing retirement and considering Roth conversions, this episode offers clear, practical guidance to avoid costly mistakes. Join Money Matters: Get your most pressing financial questions answered by Allworth's co-founders Scott Hanson and Pat McClain. Call 833-99-WORTH. Or ask a question by clicking here. You can also be on the air by emailing Scott and Pat at questions@moneymatters.com. Download and rate our podcast here.
The Dentist Money™ Show | Financial Planning & Wealth Management
Welcome to Dentist Money Two Cents, a look at the latest financial and economic news from the past week. On this episode of Dentist Money's Two Cents, Matt and Rabih break down the market landscape, Dow Jones hitting an all-time high, and they explain why institutional investors are shifting away from technology stocks. They also discuss the recent crash in silver, gold, and bitcoin, the importance of diversification in uncertain markets, and how strategic financial planning can help dentists stay focused on long-term goals. Finally, they talk about backdoor Roth conversions and explain why this strategy can be valuable for high-income earners. Book a free consultation with a CFP® advisor who only works with dentists. Get an objective financial assessment and learn how Dentist Advisors can help you live your rich life.
Should Al and Peggy in Illinois keep hammering pre-tax retirement savings or should they pivot to post-tax Roth for better tax diversification? Which pension option is best for their early retirement plans? Long-term care insurance premiums are going up endlessly for Eloise in Connecticut. Is she walking into an insurance industry trap? How do Eric and Tami in Baton Rouge help their kids with college without blowing up their own retirement, and when do student loans make sense? Finally, should Lana and Sterling harvest capital gains or prioritize Roth conversions before moving to a much higher-tax state? The basic question in all of these is the same: how do you protect your future from rising costs and unknowns that are out of your control? We'll find out what it takes, today on Your Money, Your Wealth podcast number 567. Free Financial Resources in This Episode: https://bit.ly/ymyw-567 (full show notes & episode transcript) Key Financial Data Guide - free download Retirement Panic Button: 7 Ways to Avoid Hitting It - YMYW TV Financial Blueprint (self-guided) Financial Assessment (Meet with an experienced professional) REQUEST your Retirement Spitball Analysis DOWNLOAD more free guides READ financial blogs WATCH educational videos SUBSCRIBE to the YMYW Newsletter Connect With Us: YouTube: Subscribe and join the conversation in the comments Podcast apps: subscribe or follow YMYW in your favorite Apple Podcasts: leave your honest reviews and ratings Chapters: 00:00 - Intro: This Week on the YMYW Podcast 00:55 - Pre-Tax vs. Late Roth Savings? Pension Lump Sum vs. Lifetime Income in Early Retirement? (Al & Peggy, Illinois) 14:14 - Should I Drop Long-Term Care Insurance Now at Age 70? (Eloise, Connecticut) 20:41 - College Costs vs Retirement Security for Parents (Tami & Eric, Baton Rouge, LA) 35:59 - Roth Conversions or Capital Gains Before Moving to a High Tax State? (Lana & Sterling, Nebraska) 48:14 - Next Week on the YMYW Podcast
A new senior tax deduction sounds simple—until you look at who actually qualifies. In this episode of The Retirement Key, Abe Abich breaks down a new 2026 tax break tied to the One Big Beautiful Bill Act and why income levels, timing, and long‑term strategy matter more than the headline. The discussion looks beyond this year’s filing and into how deductions, Roth conversions, and planning windows shape retirement taxes over decades. Abe also tackles the long‑held belief that taxes automatically drop in retirement—and why many families are discovering the opposite. Schedule your complimentary appointment today: TheRetirementKey.com Get a free copy of Abe’s book: The Retirement Mountain: The 7 Steps To A Long-Lasting Retirement Follow us on social media: YouTube | Instagram | Facebook | LinkedInSee omnystudio.com/listener for privacy information.
Scott Brown, with Edgewater Family Wealth, reviews questions he's recently answered for clients, before discussing if a ROTH Conversion is noise or a signal, the problem with average returns, and more. See omnystudio.com/listener for privacy information.
The tax planning process doesn't change for single retirees—but the margin for error does. In this episode, we explain why taxes behave differently when there's only one tax bracket, no spousal coordination, and no survivor window to clean things up later. We discuss why IRMAA thresholds hit sooner for single filers and how small income decisions can have outsized consequences. We walk through a simple framework that focuses on understanding your income baseline, where your assets are held, how Medicare premiums factor into tax decisions, and why time horizon matters more when there's only one lifetime to plan around. This episode isn't about squeezing out every last tax advantage. It's about protecting flexibility, avoiding irreversible mistakes, and building a plan that works without a backup. Although this show does not provide specific tax, legal, or financial advice, you can engage Devin or John through their individual firms.
This episode blends financial psychology with practical planning. Brian Alex open by discussing a core principle of advice: why seeking guidance only helps if you're willing to follow it, and how emotional decisions often lead to expensive outcomes. They answer listener questions about investing in silver, explaining how precious metals can fit into a diversified strategy when used appropriately, while cautioning against overconcentration and fear-based investing. The conversation also tackles political and economic anxiety, reinforcing that reacting to headlines or administrations rarely leads to better long-term results than sticking to a disciplined investment plan. The show delivers actionable retirement planning insight through a detailed discussion on Roth conversions. Brian and Alex break down whether to pay conversion taxes from outside savings or withhold from the IRA itself, the trade-offs involved, and how these decisions interact with future tax brackets, Required Minimum Distributions (RMDs), and Medicare IRMAA thresholds. Additional listener questions cover college tax credits, 529 plan reporting, and foundational saving strategies. Listen, Watch, Subscribe, Ask! https://www.therealmoneypros.com Hosts: Brian Wiley & Alexandra Lundgren ————————————————————— Ataraxis PEO https://ataraxispeo.com Tree City Advisors of Apollon: https://www.treecityadvisors.com Apollon Wealth Management: https://apollonwealthmanagement.com/ —————————————————————
People often have confusion around about how and when a Roth conversion should be used, which is why there is clear methodology professionals use to help make these decisions. Nathan explains the three goals advisors consider when deciding whether to do a Roth conversion: lower taxes over time, lower withdrawals from retirement accounts, and higher tax adjusted assets to pass down. Also, on our MoneyTalk Moment in Financial History we cover the story of Black Friday 1869. Host: Nathan Beauvais CFP®, CIMA®, CPWA®; Air Date: 1/28/2026. Have a question for the hosts? Leave a message on the MoneyTalk Hotline at (401) 587-SOWA and have your voice heard live on the air!See omnystudio.com/listener for privacy information.
A new tax break for Americans over 65 could quietly reshape how retirement income is taxed. Charleston’s Retirement Coach Brandon Bowen breaks down the new senior deduction under the One Big Beautiful Bill Act and explains how it fits into real-life retirement strategies. Using client examples, Brandon explores how standard deductions, Roth conversions, and tax timing interact over decades, not just one year. This episode focuses on understanding the rules, recognizing tradeoffs, and thinking through retirement income with a long-term lens. Like what you hear? Get a second opinion today: bowenwealth.com Follow us on social media: YouTube | Facebook | LinkedInSee omnystudio.com/listener for privacy information.
Feeling overwhelmed by headlines? JoePat Roop cuts through the noise to focus on what truly affects retirees: taxes, income, healthcare, and timing. With insights on charitable strategies, RMD pitfalls, Roth conversions, and emotional decision‑making, this episode helps you reclaim confidence. Dolly Parton’s message on legacy adds heart to the discussion of preparing wisely for tomorrow. For more information or to schedule a consultation call 704-946-7000 or visit BelmontUSA.com! Follow us on social media: YouTube | Instagram | Facebook | LinkedInSee omnystudio.com/listener for privacy information.
The Moment “Confident” Sounds Like “Certain” A few weeks ago, we found ourselves talking about how quickly AI is moving. It's not just that it can answer questions fast—it's that it can sound certain while doing it. https://www.youtube.com/live/mWd2QqPzFWA And when you're staring at a big money decision—debt, investing, taxes, retirement—certainty feels like relief. It feels like clarity. But after thousands of conversations with real families, we've learned something that never changes: people don't just need answers. They need judgment. They need wisdom. They need someone who can hear what's not being said and help them make decisions they can live with. So we're tackling the question head-on: Will AI replace financial advisors? The Moment “Confident” Sounds Like “Certain”The Promise and the Limits of an AI Financial AdvisorWill AI Replace Financial Advisors? Start With the Real Problem: Information Overload, Wisdom ShortageAI Financial Planning Tools Can Help You Find Information Fast—but Speed Isn't the Same as StewardshipAI Financial Advisor vs Human Financial Advisor: What AI Does Well (And Why That's a Gift)What AI Can and Can't Do in Financial Advice: AI Excels at Technical Speed and StructureHow to Use AI With a Financial Advisor: Let AI Raise Your Questions, Not Replace Your CounselChatGPT Financial Advice and the Biggest Risk: It Doesn't Know What's True—It Knows What's RepeatedCan You Trust AI for Financial Advice? A Simple FrameworkRobo-advisor vs Financial Advisor: Why Optimization Isn't the Same as GuidanceAI and Behavioral Finance Coaching: The Moment Emotion Enters, the Math Isn't EnoughRoth Conversions and the Problem With “Perfect Math”: You Have to Know the Future (And You Don't)AI in Wealth Management Helps With Modeling—but It Can't Carry the Weight of Your MortalityPrivacy Risks Sharing Financial Data With AI: A Practical BoundaryThe Bottom Line: AI Can Enhance Wisdom, But It Cannot Replace ItWill AI Replace Financial Advisors? The Better Question Is: Who's Leading?Use the Tool, Don't Hand Over the WheelListen to the Full Episode on “Will AI Replace Financial Advisors?”Book A Strategy CallFAQWill AI replace financial advisors?Is an AI financial advisor trustworthy?What is the difference between a robo-advisor vs financial advisor?Can you trust ChatGPT financial advice?What are the biggest privacy risks sharing financial data with AI?How do I use AI in financial planning without making mistakes?What AI can and can't do in financial advice?How to use AI with a financial advisor? The Promise and the Limits of an AI Financial Advisor If you've been asking, “Will AI replace financial advisors?” you're not alone. With ChatGPT and other tools now in everyone's pocket, it's natural to wonder if you can depend on technology to do what an advisor does—maybe even better than a human. In this blog, you'll walk away with: A clear view of what an AI financial advisor can do well today The limits of ChatGPT financial advice (and why it matters) The real difference in AI vs human financial advisor—and why it isn't mostly about math How to use AI in financial planning without outsourcing your responsibility A simple framework for letting AI serve your decisions—not lead them We're not here to hype AI or fear it. We're here to help you use it wisely—so you stay in control of your financial life. Will AI Replace Financial Advisors? Start With the Real Problem: Information Overload, Wisdom Shortage We live in a world drowning in information. You can Google anything. You can ask ChatGPT anything. You can get 1,500 opinions in five minutes—especially about money. But access to information isn't the same as knowing what to do. That's why this conversation matters: we don't just have an information problem. We have a wisdom problem. You can search “how to invest” or “how to pay off debt” and get answers that sound smart—but those answers don't actually understand your life, your goals, your emotions, your discipline level, your blind spots, your family responsibilities, or your values. People don't get stuck because they can't find an answer. They get stuck because they can't tell which answer is true, which answer is opinion, and which answer applies to their reality. This is the first reason the “AI will replace advisors” narrative falls short. AI can multiply information. But it cannot automatically create wisdom inside you. AI Financial Planning Tools Can Help You Find Information Fast—but Speed Isn't the Same as Stewardship AI in the financial world isn't brand new. The industry has used advanced modeling tools for years—Monte Carlo simulations, tax planning software, retirement projections, portfolio analytics. What's changed is how accessible and conversational it's become. Now you can ask an AI tool a question like you'd ask a person. That's powerful. But it also creates a temptation: treating the tool like a decision-maker instead of a tool. And that's where people can get harmed—not because AI is “evil,” but because it's easy to transfer your trust to something that sounds confident. AI Financial Advisor vs Human Financial Advisor: What AI Does Well (And Why That's a Gift) Let's say this plainly: AI can be a good tool. Used well, it can help you become more prepared, more organized, and more proactive. Here are practical ways AI in financial planning is already genuinely helpful. What AI Can and Can't Do in Financial Advice: AI Excels at Technical Speed and Structure AI is excellent at gathering technical information quickly and helping you manipulate scenarios. Instead of building spreadsheets, calculators, and formulas from scratch, you can get a structured outline in minutes. It can help you: Summarize concepts in plain language Compare strategies side-by-side Generate checklists and planning questions Turn notes into a presentation Create “what if” scenario prompts That can help you see possibilities faster. But seeing possibilities is not the same as choosing wisely. How to Use AI With a Financial Advisor: Let AI Raise Your Questions, Not Replace Your Counsel One of the best uses of AI is preparation. You can ask it: “What questions should I ask my advisor about retirement?” “What are common blind spots in tax planning?” “What are the tradeoffs of paying off debt versus investing?” “What does it mean to reduce drawdown?” Then you bring those questions to a real conversation with a professional who understands context. Used this way, AI can help you show up better. That's very different than AI taking over. ChatGPT Financial Advice and the Biggest Risk: It Doesn't Know What's True—It Knows What's Repeated One thing we've noticed quickly: AI tools learn from what's out there on the internet, and they don't always know what is true versus what is simply popular. Sometimes things look like “truth” because they're repeated endlessly. That matters in money decisions, because repetition isn't accuracy—and it's definitely not wisdom. So if you're asking, “Can you trust AI for financial advice?” the answer depends on how you use it. Can You Trust AI for Financial Advice? A Simple Framework Here's a practical way to think about trust: Trust AI to organize information. Trust AI to help you generate questions. Don't trust AI to carry your responsibility. Don't trust AI to know your full story—your fears, habits, values, and family dynamics. AI can be a strong assistant. It's not a wise authority. Robo-advisor vs Financial Advisor: Why Optimization Isn't the Same as Guidance Robo-advisors have been around for years. They can be helpful for automating portfolio allocation and rebalancing. But the question isn't whether robo-advisor vs financial advisor is better in theory. The question is: what do you actually need? Most people don't struggle because they lack a portfolio. They struggle because when real life hits—fear, uncertainty, loss, family conflict—they stop making consistent decisions. Money decisions are never just math decisions. They're human decisions. And real guidance isn't just optimization. It's interpretation, coaching, and sometimes even protection from your own impulse. AI and Behavioral Finance Coaching: The Moment Emotion Enters, the Math Isn't Enough A perfect example came up in our conversation. Someone left an advisor because they felt dismissed emotionally. The message they kept hearing was, “Don't worry.” But they were worried. So the plan was adjusted to minimize drawdown—the goal was reducing the size of losses during downturns. That created more peace. Then the market rose strongly, and the question became: “Why am I not up as much as the S&P 500?” That's a human moment. It's normal. It also reveals the deeper truth: we often want safety and maximum upside at the same time. An AI tool can explain that tradeoff intellectually. But the real work is helping a person reconnect their decisions to their values and expectations—and then stay consistent under stress. That's where AI vs human financial advisor becomes obvious. The issue isn't intelligence. The issue is integration. Roth Conversions and the Problem With “Perfect Math”: You Have to Know the Future (And You Don't) Roth conversions are a great example of why financial decisions can't be reduced to formulas. Whether a Roth conversion is “best” depends on factors like: Future tax rates Your income path Your withdrawal timing And how long you'll live Many financial models require assumptions about the future that cannot be known. AI can run scenarios. It cannot remove uncertainty. It also cannot decide which risks you're willing to carry, which outcomes matter most to you, and how your family should prepare if life doesn't go as modeled.
In this episode of Money Matters, Scott and Pat talk to two millionaires at different financial stages — one caller with $8 million asking about Roth conversions and tax strategy, and another navigating retirement planning with a $1.4 million portfolio. Scott and Pat break down how Roth conversions can optimize long-term savings, where annuities fit into today's market, and how both investors are managing wealth amid rising volatility. If you're exploring Roth conversions or simply looking to protect and grow your nest egg, this episode is packed with actionable advice. Join Money Matters: Get your most pressing financial questions answered by Allworth's co-founders Scott Hanson and Pat McClain. Call 833-99-WORTH. Or ask a question by clicking here. You can also be on the air by emailing Scott and Pat at questions@moneymatters.com. Download and rate our podcast here.
Audio Quality Notice: Please note that this episode contains some technical audio issues affecting portions of the recording. While we've made every effort to improve the sound quality, some disruptions may remain. For clarity, full transcripts and closed captions are available and linked here for your reference. https://retirewithstyle.com/wp-content/uploads/2026/01/Episode-212-There-Is-No-Best-Retirement-Plan-How-to-Choose-What-Actually-Works.pdf In this episode of Retire With Style, Alex and Wade kick off a new arc focused on the fully revised Third Edition of the Retirement Planning Guidebook. The conversation walks through the foundational ideas behind the book, beginning with retirement income styles and why there is no single “best” strategy for everyone. Wade explains the importance of aligning retirement income decisions with personal preferences, comfort with risk, and behavioral realities rather than forcing a one-size-fits-all approach. The discussion then expands into efficiency-focused retirement planning, highlighting practical ways retirees can improve outcomes through Social Security claiming decisions, tax planning, and organization for incapacity and estate planning. The episode concludes with a framework for understanding the three major risks retirees face: longevity risk, market risk, and spending shocks, as well as why planning becomes especially critical during the transition into retirement. Takeaways Retirement income planning does not have a single correct answer; multiple viable strategies exist, and the best choice depends on personal preferences and behavior. Understanding your retirement income style helps prioritize which strategies, tools, and chapters of the planning process deserve the most focus. Retirement efficiency means getting more after-tax spending power or legacy from the same set of assets, often by making better decisions rather than taking more risk. Social Security claiming decisions remain one of the most impactful and accessible efficiency opportunities for many retirees. Strategic tax planning, including Roth conversions, can create immediate and long-term benefits without requiring market forecasts. Organizing documents for incapacity and estate planning is a major but often overlooked source of efficiency with both financial and psychological benefits. Retirees face three primary categories of risk: longevity risk, market risk amplified by withdrawals, and unpredictable spending shocks. The years leading up to and immediately following retirement are a fragile transition period where early planning creates significantly more flexibility and better outcomes. Chapters 00:00 – Retirement Planning Guidebook Series Introduction 05:35 – What's New in the Fully Revised 3rd Edition 06:36 – Why Retirement Income Styles Come First 08:11 – Is There a “Best” Retirement Income Strategy? 10:33 – Investing vs. Annuities: Where Each Fits 11:18 – Addressing Bias in Retirement Planning Advice 14:29 – Getting a Second Opinion on Retirement Strategies 17:14 – Risk Premium vs. Risk Pooling Explained 19:22 – What Retirement Planning Efficiency Really Means 21:32 – Social Security Claiming as a Planning Lever 23:22 – Roth Conversions and Tax Planning in Retirement 24:57 – Estate and Incapacity Planning Mistakes to Avoid 26:45 – The 3 Biggest Risks in Retirement 29:22 – Why Retirement Risk Is Different Than Accumulation 31:41 – The Fragile Retirement Transition Period 33:20 – Why Planning Early Improves Retirement Outcomes Links
What if one simple shift could dramatically change how long your retirement savings last? On this episode, Kevin Madden breaks down tax‑efficient planning strategies that help retirees keep more of what they’ve earned. From the new senior tax deduction to Roth conversions, guaranteed income tools, Social Security timing, and real‑life case studies (including Mary’s remarkable income boost), they reveal how thoughtful planning shapes long‑term financial confidence. Learn how a personalized retirement roadmap brings clarity to income, taxes, and legacy decisions—so your money works smarter throughout your retirement years. Get Your Complimentary Retirement Roadmap Your roadmap will include: A retirement income strategy A test to see how long your money will last A tax-planning strategy See omnystudio.com/listener for privacy information.
Discussion on the Pros and cons of ROTH ConversionsVanguard has a new tool that may help but, it has llimitations.It is a good time to think about re-balancing your portfolio.Why you might want to pay some extra taxes on realized LT GainsWhy are houses so expensive and why it might get worse.
David McKnight addresses a myth floating around the financial world: "For a Roth conversion to make sense, you need many years for the Roth to grow so you can recoup the taxes you paid to the conversion." David stresses why this way of thinking is fundamentally wrong – it's built on the wrong assumption that all the money in your IRA belongs to you… when it actually doesn't. Remember: your IRA isn't one pile of money but two piles sitting in the same account. One pile belongs to you, while the other to the IRS. What's unknown is how big the IRS' pile is going to be when you eventually take the money out of the account. David goes on to explain what happens as both piles grow and required minimum distributions kick in. You may end up with the IRS' pile being not just larger but taxed at a much higher rate too. With a Roth conversion, on the other hand, your conversion translates into you carving out the IRS' portion and handing it to them today – settling the bill while the balance is smaller and the rate may be lower. There's a key question David invites you to keep in mind when it comes to Roth conversions: "Is your tax rate lower today than it will be when you take the money out?" The exploding national debt of over $200 trillion dollars in unfunded obligations for Social Security, Medicare, and Medicaid are going to require spending cuts, higher taxes, or some combination of the two. Beware: the problem with most retirement plans is that they assume that tax rates will stay low forever! David points out that Roth conversions aren't about timing the market but about timing the tax code. In other words, they're about timing the advantage of known measurable tax rates today instead of gambling on unknown ones tomorrow. Mentioned in this episode: David's new book, available now for pre-order: The Secret Order of Millionaires David's national bestselling book: The Guru Gap: How America's Financial Gurus Are Leading You Astray, and How to Get Back on Track Tax-Free Income for Life: A Step-by-Step Plan for a Secure Retirement by David McKnight DavidMcKnight.com DavidMcKnightBooks.com PowerOfZero.com (free video series) @mcknightandco on Twitter @davidcmcknight on Instagram David McKnight on YouTube Get David's Tax-free Tool Kit at taxfreetoolkit.com
Jesse is joined by Jeremy Keil—Certified Financial Planner, Chartered Financial Analyst, author of Retire Today, and host of the Retirement Revealed podcast—for a wide-ranging conversation that reframes how people should think about retirement decisions long before and long after the final day of work. Together, they explore why most people retire earlier than planned, why longevity is so often misunderstood, and how flawed assumptions about life expectancy, Social Security, and taxes can quietly undermine otherwise solid plans. Jeremy introduces the concept of "retirement longevity" as both when retirement starts and how long it may last, emphasizing the importance of personalized life expectancy modeling, joint longevity for couples, and treating Social Security as insurance rather than an investment. The discussion also dives deep into Jeremy's five-step Retirement Master Plan—starting with spending, then income, tax planning, investing, and legacy—highlighting why tax strategy and Roth conversions are often the most powerful yet overlooked levers in retirement planning. Throughout the episode, Jesse and Jeremy blend technical insight with behavioral clarity, addressing the emotional hurdles retirees face, from fear of running out of money to the identity shift from saver to spender, ultimately offering a grounded, practical roadmap for building confidence and clarity in retirement. Key Takeaways: • Average life expectancy statistics are misleading for near-retirees. Personalized longevity estimates are far more useful than population averages. • Couples must plan around joint life expectancy, not individual longevity. • Current take-home pay is a practical proxy for estimating retirement lifestyle spending. • Roth conversions are situational tools, not universally good strategies. The timing and size of Roth conversions matter as much as the decision to do them. • Many retirees struggle emotionally with shifting from saving to spending. The healthiest mindset shift is from "saver" or "spender" to lifelong "planner." Key Timestamps: (01:41) – Understanding Fixed Indexed Annuities (07:30) – Roth Conversion and Annuities: A Critical Look (10:55) – Dividends and Income in Retirement Planning (17:34) – Retirement Longevity and Planning (28:06) – Understanding Life Expectancy in Retirement Planning (32:06) – Comprehensive Retirement Planning (33:02) – The Five Steps to Create Your Retirement Master Plan (38:52) – Tax Planning and Roth Conversions (47:12) – Emotional Hurdles in Retirement Key Topics Discussed: The Best Interest, Jesse Cramer, Wealth Management Rochester NY, Financial Planning for Families, Fiduciary Financial Advisor, Comprehensive Financial Planning, Retirement Planning Advice, Tax-Efficient Investing, Risk Management for Investors, Generational Wealth Transfer Planning, Financial Strategies for High Earners, Personal Finance for Entrepreneurs, Behavioral Finance Insights, Asset Allocation Strategies, Advanced Estate Planning Techniques Mentions:Website: jeremykeil.com LinkedIn: https://www.linkedin.com/in/mrretirement/ Mentions: Retire Today: Create Your Retirement Master Plan in 5 Simple Steps by Jeremy Keil https://www.youtube.com/@MrRetirement https://www.longevityillustrator.org/ https://keilfp.com/blogpodcast/ https://bestinterest.blog/dividends-and-income-withdrawal-rate/ https://bestinterest.blog/about-that-free-steak-dinner/ More of The Best Interest:Check out the Best Interest Blog at https://bestinterest.blog/ Contact me at jesse@bestinterest.blog Consider working with me at https://bestinterest.blog/work/ The Best Interest Podcast is a personal podcast meant for education and entertainment. It should not be taken as financial advice, and is not prescriptive of your financial situation.
While I'm in the 22% tax bracket, should I begin making small annual Roth conversions? Have a money question? Email us here Subscribe to Jill on Money LIVE Subscribe to Jill on Money Newsletter YouTube: @jillonmoney Instagram: @jillonmoney Twitter: @jillonmoney "Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com. To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy Learn more about your ad choices. Visit https://podcastchoices.com/adchoices
On this episode: Will 2026 be a better or worse year to retire than last year? There are trillions of dollars in money market funds waiting to be deployed into the market. Will it save us from a downturn? Can you do a Roth conversion without paying taxes? One advisor says he has the secret. Subscribe or follow so you never miss an episode! Check out Fire Your Financial Advisor on YouTube! Learn more at GoldenReserve.com or follow on social: Facebook & LinkedIn.See omnystudio.com/listener for privacy information.
Brad hosts Sean Mullaney and Cody Garrett to dive deep into the topic of taxable Roth conversions, including key distinctions between various Roth strategies. The discussion emphasizes the strategic nature of these conversions during retirement, common misconceptions, and the importance of prioritizing personal financial success over societal pressures. Listeners will gain practical insights into tax management and gain clarity on when and if to pursue Roth conversions in their financial plans. Disclaimer: Sean's discussions on the ChooseFI podcast and articles and messages published on ChooseFI.com are intended for general educational purposes and are not tax, legal, or investment advice for any individual. The ChooseFI podcast and its owners, employees, and agents do not endorse Sean Mullaney, Mullaney Financial & Tax, Inc., or their services. Timestamps & Key Topics: 00:00:56 - Introduction to Guests Hosts introduce Sean Mullaney and Cody Garrett, authors of Tax Planning To and Through Early Retirement. 00:02:11 - Understanding Taxable Roth Conversions Definitions and purpose of taxable Roth conversions vs. backdoor Roths. 00:12:07 - Taxable Roth Conversions During Working Years Why taxable conversions are generally discouraged for those with a job. Discussion on 'income disruption years' as an exception. 00:15:13 - Strategies for Retirement Income Exploring income sources and tax brackets in retirement. 00:19:10 - Roth Conversion Decisions in Retirement Discussion on RMDs and managing taxable income effectively in retirement. 01:04:17 - Conclusion and Resources Recap of key insights and suggestions for further financial planning. Key Insights: Taxable Roth Conversions vs. Backdoor Roths Taxable conversions create taxable income and can be beneficial, while backdoor Roths are a mechanism to contribute when income limits apply. Ideal Times for Conversions Typically not advisable during high-income years; consider during low-income years or life events causing income disruption. Tax Burdens in Retirement Many retirees experience lower tax burdens than expected; RMDs are manageable for most. Roth Conversions and Future Planning Primary beneficiaries are often oneself and heirs; focus on financial success rather than tax liabilities for future generations. Avoiding Procrastination through Optimization Optimization can become procrastination; focus on higher impact decisions for financial health rather than getting lost in tax details. Actionable Takeaways: Evaluate Current Tax Bracket: Assess your taxable income before considering a Roth conversion (00:12:07). Timing Is Key: Consider performing Roth conversions during lower income years (00:12:50). Understand RMDs: Evaluate the necessity of Roth conversions in the context of required minimum distributions (00:22:28). Consult Professionals: Consider professional guidance for personalized strategies aligned with your long-term financial goals (01:04:01). Featured Quotes: "Retirement accounts exist to ensure financial success in retirement." - Sean Mullaney (01:04:01) "Roth conversions can enhance tax efficiency but are not required." - Cody Garrett (00:42:34) "Don't let fear guide you in financial decisions." - Brad (01:05:17) Related Resources: Tax Planning To and Through Early Retirement Mike Piper Speech on Tax Strategy Sean's Case Study on Retirement Planning
Andy and Cody Garrett from Measure Twice Financial share their thoughts on a handful of current events and "hot topics" relating to retirement planning. Specifically, they talk about: Affordable Care Act ("ACA") tax credits and income "cliffs" in tax planning ( 08:13 )Doing Roth conversions vs tax gain harvesting ( 22:30 )Paying taxes in retirement; estimated payments vs withholdings ( 31:33 )Rushing into Roth conversions ( 38:50 )When to start doing HSA distributions ( 51:31 )Should you be worried about tech stocks ( 58:23 )Timing Required Minimum Distributions ("RMDs"); when in the year to take them ( 1:08:26 )Retirement spending anxiety ( 1:17:37 )Links in this episode:Cody's website - https://www.measuretwicemoney.com/To send Andy questions to be addressed on future Q&A episodes, email andy@andypanko.comMy company newsletter - Retirement Planning InsightsFacebook group - Retirement Planning Education (formerly Taxes in Retirement)YouTube channel - Retirement Planning Education (formerly Retirement Planning Demystified)Retirement Planning Education website - www.RetirementPlanningEducation.com
Markets are hitting all-time highs, earnings expectations are rising, and investors are navigating everything from oil prices to Roth conversions. Lance Roberts & Danny Ratliff take live viewer questions and explore the themes investors are most focused on right now. Topics discussed include why earnings may be the primary market driver this year, what recent all-time highs signal for forward returns, and how capital flows are shifting across sectors and asset classes. We also examine oil markets—WTI pricing, energy stocks, Venezuela supply dynamics—and what the “sweet spot” for oil prices means for the broader economy. On the planning side, we address Roth IRA advantages and drawbacks, Roth conversions, RMD considerations, and asset allocation questions across different life stages, including retirement-focused portfolios. Additional discussion covers the growing disconnect between GDP and unemployment data, hidden consumer leverage through buy-now-pay-later programs, and how diversification differs from simply owning non-correlated assets. We also touch on factor rotation, bond ETF structure, metals like gold and silver, and whether certain defensive or out-of-favor sectors may eventually regain investor interest. 0:00 - INTRO 0:18 - Earnings to be The Big Driver this Year 5:45 - Markets Hit All-time Highs 9:23 - Economic Summit Preview & Danny's Holiday Recap 12:25 - WTI, XLE, and Venezuela Oil 17:51 - What is the "Sweet Spot" for Oil Pricing? 21:23 - Tax Advantages - Disadvantages of Roth IRA 24:38 - Where to Look for Capital Flows 27:08 - Roth Conversions & RMD's 28:27 - Commentary - Divergence Between Unemployment & GDP 31:10 - Unrecognized Debt - Buy Now - Pay Later is a Black Box 31:53 - Recommendations for 60-40 Allocations 35:03 - Example of Bond ETF's in SimpleVisor 38:57 - Factor Rotation Portfolio 41:54 - Diversification vs Non-Correlated Assets 44:46 - Silver, Gold, & Other Metals 45:51 - Back Door Roth Conversions 47:30 - Asset Allocations for Septuagenarians 50:18 - Are Packaged Food stocks Ever Coming Back? Hosted by RIA Advisors Chief Investment Strategist, Lance Roberts, CIO, w Senior Investment Advisor, Danny Ratliff, CFP Produced by Brent Clanton, Executive Producer ------- Watch Today's Full Video on our YouTube Channel: https://www.youtube.com/watch?v=EGgxAtaZIOI&list=PLVT8LcWPeAugpcGzM8hHyEP11lE87RYPe&index=1 ------- The latest installment of our new feature, Before the Bell, "Sector Rotation Signals Improving Market Breadth," is here: https://www.youtube.com/watch?v=R8z27km9G1M&list=PLwNgo56zE4RAbkqxgdj-8GOvjZTp9_Zlz&index=1 ------- REGISTER for our 2026 Economic Summit, "The Future of Digital Assets, Artificial Intelligence, and Investing:" https://www.eventbrite.com/e/2026-ria-economic-summit-tickets-1765951641899?aff=oddtdtcreator ------- Watch our previous show, "Financial Nihilism vs. Financial Planning," here: https://www.youtube.com/watch?v=-1qXRp9gLoc&list=PLVT8LcWPeAugpcGzM8hHyEP11lE87RYPe&index=1 -------- Get more info & commentary: https://realinvestm entadvice.com/newsletter/ -------- SUBSCRIBE to The Real Investment Show here: http://www.youtube.com/c/TheRealInvestmentShow -------- Visit our Site: https://www.realinvestmentadvice.com Contact Us: 1-855-RIA-PLAN -------- Subscribe to SimpleVisor: https://www.simplevisor.com/register-new -------- Connect with us on social: https://twitter.com/RealInvAdvice https://twitter.com/LanceRoberts https://www.facebook.com/RealInvestmentAdvice/ https://www.linkedin.com/in/realinvestmentadvice/ #MarketUpdate #StockMarketToday #MarketRisk #VIX #PortfolioManagement
YMYW friends, welcome to 2026. What actually mattered most to you in 2025? It turns out to be tax-free gains on investments, retirement timing, and claiming Social Security. Today on Your Money, Your Wealth® podcast number 563, Joe Anderson, CFP® and Big Al Clopine, CPA break down the smartest tax moves, the biggest Roth mistakes to avoid, and how real people solve real retirement problems - with the help of special guests Susan Brandeis CFP® and the IRA guru, Ed Slott, CPA. Find out when Roth conversions help or hurt, how to lower lifetime taxes for you and your heirs, what it really takes to retire confidently, even without a massive portfolio, and more. Watch or listen and steal the financial strategies that made YMYW's most popular episodes of the year. Free Financial Tools & Resources in This Episode: https://bit.ly/ymyw-563 (full show notes & episode transcript) The Complete Roth Papers Package - 3 free downloads in one! Don't Let These 10 Risks Break Your Retirement - YMYW TV Financial Blueprint (self-guided) EASIRetirement (self-guided) Financial Assessment (Meet with an experienced professional) LISTEN to the Best of the YMYW Podcast 2021, 2022, 2023, 2024 LISTEN to the Top Funniest Moments from the YMYW Podcast Vol. 1, Vol. 2 REQUEST your Retirement Spitball Analysis DOWNLOAD more free guides READ financial blogs WATCH educational videos SUBSCRIBE to the YMYW Newsletter Connect With Us: YouTube: Subscribe and join the conversation in the comments Podcast apps: subscribe or follow YMYW in your favorite Apple Podcasts: leave your honest reviews and ratings Chapters: 00:00 - Intro: This Week on the YMYW Podcast 00:54 - Roth IRA is "The Greatest Account Ever" Per Ed Slott. But Why? from ep. 526: YMYW most listeners and plays in 2025 on Apple Podcasts, YMYW most downloaded in 2025 across all podcast platforms 20:46 - Is There a Point Where Roth Conversions No Longer Make Sense? (Jerry, Phoenix, AZ) from ep. 535: YMYW most views, watch time, and new subscribers in 2025 on YouTube, most engaged listeners in 2025 on Apple Podcasts 32:13 - Roth Conversions vs. Taking Advantage of Zero Percent Cap Gains (Skipper, CA) from ep. 517: YMYW most consumed episode in 2025 on Apple Podcasts 43:06 - We're in Our Early 40s with $795K Saved. Can We Retire at 55? (Mr Buckeye, OH) from ep. 546: YMYW longest average view duration in 2025 on YouTube 55:12 - Is My Husband Eligible for Spousal Social Security Benefits Now that WEP and GPO Are Gone? (Cherilyn, El Cajon, CA) from ep. 536: YMYW most plays, most listeners, and most viewers in 2025 on Spotify 59:53 - Outro: 2025 Stats and Next Week on the YMYW Podcast
What if one decision today could reshape how you’re taxed in retirement? This episode breaks down the growing appeal of Roth 401(k)s, why recent rule changes matter, and how Roth conversions may impact everything from Medicare premiums to legacy planning. Frank and Frankie Guida explain the key considerations—income limits, tax brackets, deductions, and long-term strategy—so listeners can better understand how different retirement accounts influence their future. It’s a clear, practical look at evaluating your options as a new year begins. Schedule a complimentary appointment: A Better Way Financial CLICK HERE to register for one of our upcoming Tax-Smart Retirement Planning Dinner Workshops. Read our book! Amazon Best Seller, “The Book on Retirement: A Better Way to Stretch Your Retirement Dollars While Living the Lifestyle of Your Dreams.” Follow us on social media: Facebook | LinkedIn | YouTube See omnystudio.com/listener for privacy information.
This weekend’s episode kicks off with a surprising question: What does your home thermostat have to do with your retirement plan? Abe Abich breaks down how everyday habits mirror the financial decisions that shape your future. From finding the right “risk temperature” to managing taxes, preserving savings, and avoiding costly mistakes, this episode highlights real examples from families across the D.C. metro area navigating retirement with clarity. A practical, down‑to‑earth conversation from this past weekend’s radio show that helps listeners rethink how they prepare for the years ahead. Schedule your complimentary appointment today: TheRetirementKey.com Get a free copy of Abe’s book: The Retirement Mountain: The 7 Steps To A Long-Lasting Retirement Follow us on social media: YouTube | Instagram | Facebook | LinkedInSee omnystudio.com/listener for privacy information.
Early retirement is a dream for many Americans, but making it work requires more than just saving enough money; it requires smart tax strategies. In this episode of Purposeful Planning, we explore how Roth conversions can help early retirees reduce their lifetime tax burden and create more tax-free income in retirement. From understanding the five-year rule to timing your conversions strategically, discover whether this approach makes sense for your situation. Sources: https://www.aspenwealthmgmt.com/retirement-planning https://www.aspenwealthmgmt.com/tax-planning https://www.irs.gov/retirement-plans/plan-participant-employee/retirement-topics-required-minimum-distributions-rmds https://www.financialplanningassociation.org/learning/publications/journal/MAY23-arithmetic-roth-conversions-OPEN https://smartasset.com/taxes/conversion-tax-planning-strategy https://www.aspenwealthmgmt.com/about-us https://www.aspenwealthmgmt.com/contact-us-fee-only-advisors-fort-worth https://www.aspenwealthmgmt.com/resource-center/estate/gifting-strategies-without-hurting-retirement https://www.aspenwealthmgmt.com/resource-center/retirement/early-retirement-and-tax-smart-roth-conversions The opinions voiced in this material are for general information only and are not intended to provide specific advice or recommendations for any individual. This information has been derived from sources believed to be accurate and is intended merely for educational purposes, not as advice. Aspen Wealth Management is a registered investment advisor with the SEC. This recorded posting utilizes AI generated voiceovers. While the Firm strictly prohibits the use of AI for advisory activities constituting investment advice, financial plans, portfolio analysis and management, and reporting, the use of AI for other purposes, such as voiceovers, is permitted and utilized for the firm's recordings. Hosted on Acast. See acast.com/privacy for more information.
Investing Skeptically:Gold ETF. Should you invest in gold?2025 Market performance DataShould you do a ROTH conversion?
Chris Lopez is joined by Equity Trust's John Bowens to close out 2025 and prep smart moves for 2026 using self-directed retirement accounts. John walks through contribution and conversion timelines for IRAs, Roth IRAs, HSAs, and Solo 401(k)s, explains the seven-day payroll rule for S- and C-corps, and shares practical strategies like spousal IRAs, backdoor Roths, staged Roth conversions over two tax years, and maximizing early-year compounding. The conversation also covers 2026 limit increases, Solo 401(k) employer vs employee buckets, and the Secure Act 2.0 tax credit for new plans. Key Takeaways Roth conversions must post by Dec 31 for the current tax year Previous-year IRA and HSA contributions allowed until Apr 15 if not on extension Solo 401(k) employee deferrals for S- and C-corps must be deposited within seven days of payroll Sole proprietors can set up and fund a Solo 401(k) for the prior year by Apr 15 Use spousal IRAs and backdoor Roths to maximize annual limits Stage conversions across two years to manage tax brackets while starting compounding sooner Disclaimer The content of this podcast is for informational purposes only. All host and participant opinions are their own. Investment in any asset, real estate included, involves risk, so use your best judgment and consult with qualified advisors before investing. You should only risk capital you can afford to lose. Past performance is not indicative of future results. This podcast may contain paid advertisements or other promotional materials for real estate investment advisers, investment funds, and investment opportunities, which should not be interpreted as a recommendation, endorsement, or testimonial by PassivePockets, LLC or any of its affiliates. Viewers must conduct their own due diligence and consider their own financial situations before engaging with any advertised offerings, products, or services. PassivePockets, LLC disclaims all liability for direct, indirect, consequential, or other damages arising out of reliance on information and advertisements presented in this podcast.
Do Roth conversions make sense for everyone? In this episode, we unpack the rules, strategies, and potential pitfalls of Roth conversions, as well as the role of taxes, spending, and charitable goals. You'll learn why it's not always wise to "just convert everything now" and why flexibility is a crucial part of any financial strategy. Access the full show notes at Mason & Associates, LLC Resources Mentioned: Mason & Associates: LinkedIn Tommy Blackburn: LinkedIn John Mason: LinkedIn
In this episode, we discuss why and when to do a Roth conversion. Hosted by Simplecast, an AdsWizz company. See https://pcm.adswizz.com for information about our collection and use of personal data for advertising.
Should I convert my traditional IRA to a Roth by maxing out our current tax bracket, or the next bracket, prior to required minimum distributions? Have a money question? Email us here Subscribe to Jill on Money LIVE Subscribe to Jill on Money Newsletter YouTube: @jillonmoney Instagram: @jillonmoney Twitter: @jillonmoney "Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com. To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy Learn more about your ad choices. Visit https://podcastchoices.com/adchoices
Could a counterintuitive tax move today potentially lead to thousands in savings — or an unexpected tax trap tomorrow? In this episode, we discuss: Why some retirees intentionally harvest capital gains How the 0% bracket really works When it may make sense to pay capital gains taxes now How to evaluate tax gain harvesting vs. Roth conversions using long-term projections Key tax-planning windows before Social Security, RMDs, and spousal filing changes Today's article is from the Best Interest blog titled, The Numbers Behind Tax-Gain Harvesting. Listen in as Founder and CEO of Howard Bailey Financial, Casey Weade, breaks down the article and provides thoughtful insights and advice on how it applies to your unique financial situation. Show Notes: HowardBailey.com/539
Looking for an educational overview of today's most commonly searched retirement planning topics? In this episode of the Retire Sooner Podcast, Wes Moss and Christa DiBiase provide context around retirement income planning, tax considerations, and widely referenced financial frameworks, helping listeners better understand how these concepts are typically discussed. • Review how Roth IRA conversions are generally evaluated and why converting an entire retirement account balance in a single tax year can materially affect taxable income calculations. • Explain how marginal tax brackets apply to large conversions and why simplified terms like “tax bomb” may not fully reflect how tax liability is determined. • Highlight considerations associated with forgotten or inactive 401(k) accounts and why consolidation is often discussed from an organizational or administrative perspective. • Examine how withdrawal flexibility prior to Social Security eligibility is commonly framed when discussing early-retirement income planning. • Outline factors frequently reviewed when evaluating whether life insurance coverage remains appropriate as family and financial circumstances change. • Clarify how Secure 2.0 legislation outlines limited 529 plan–to–Roth IRA rollovers, including applicable statutory rules, eligibility criteria, and contribution constraints. • Compare the traditionally cited 4% withdrawal framework with alternative retirement income scenarios that include pensions or guaranteed fixed-rate income sources. • Discuss how “dry powder” reserves are often described using bond ETFs or money market ladders within retirement planning conversations. • Evaluate the role small- and mid-capitalization stocks may play alongside large-cap equities within diversified, long-term portfolio discussions. • Reframe home value benchmarks in an inflationary environment while noting why mortgage status is often considered when assessing retirement readiness. Listen and subscribe to the Retire Sooner Podcast for ongoing discussions that explore retirement planning concepts, market context, and long-term financial considerations. Learn more about your ad choices. Visit megaphone.fm/adchoices
Roth conversions can save thousands in taxes, but they can also trigger Medicare IRMAA surcharges that quietly add up to more than $5,000 a year. Most retirees never see it coming, because the rules for Medicare premiums don't line up with the tax brackets everyone focuses on.In this video, James breaks down how Roth conversions interact with Medicare Part B and Part D premiums, why modified adjusted gross income matters more than taxable income, and how crossing a threshold by even one dollar can change your costs for an entire year. The case study shows how a couple could save nearly a million dollars in lifetime taxes… but lose tens of thousands to unnecessary IRMAA charges if they convert without a plan. A small adjustment (converting up to the right tier instead of the wrong bracket) boosts their long-term wealth and avoids surprise premiums.If you're planning Roth conversions before RMDs begin, evaluating a 401(k)-to-Roth strategy, or trying to minimize taxes in early retirement, understanding Medicare thresholds is essential. A smart conversion plan balances tax savings with premium costs so you don't give back what you worked so hard to save.-Advisory services are offered through Root Financial Partners, LLC, an SEC-registered investment adviser. This content is intended for informational and educational purposes only and should not be considered personalized investment, tax, or legal advice. Viewing this content does not create an advisory relationship. We do not provide tax preparation or legal services. Always consult an investment, tax or legal professional regarding your specific situation.The strategies, case studies, and examples discussed may not be suitable for everyone. They are hypothetical and for illustrative and educational purposes only. They do not reflect actual client results and are not guarantees of future performance. All investments involve risk, including the potential loss of principal.Comments reflect the views of individual users and do not necessarily represent the views of Root Financial. They are not verified, may not be accurate, and should not be considered testimonials or endorsementsParticipation in the Retirement Planning Academy or Early Retirement Academy does not create an advisory relationship with Root Financial. These programs are educational in nature and are not a substitute for personalized financial advice. Advisory services are offered only under a written agreement with Root Financial.Create Your Custom Strategy ⬇️ Get Started Here.Join the new Root Collective HERE!
In this episode of Money Matters, Scott and Pat explore three of the most underappreciated but powerful financial planning tools: Roth conversions, donor-advised funds, and bond funds. They break down when and how to use each of them—especially before year-end—to reduce taxes, improve portfolio efficiency, and boost long-term flexibility. You'll hear real stories from listeners making million-dollar decisions, like whether to hire a financial advisor, how to prepare your spouse to take over financial responsibilities, and how to structure your retirement income when you're asset-rich but cash-flow light. From strategic charitable giving to the surprising risks of individual bonds, this episode is packed with actionable insights. And if you think Roth conversions don't apply to you… think again. Join Money Matters: Get your most pressing financial questions answered by Allworth's co-founders Scott Hanson and Pat McClain live on-air! Call 833-99-WORTH. Or ask a question by clicking here. You can also be on the air by emailing Scott and Pat at questions@moneymatters.com. Download and rate our podcast here.
Jim and Chris discuss listener emails starting with PSAs about IRMAA and Social Security spousal benefit applications, then questions on IRMAA, QLAC-related RMD rules, and a Roth conversion involving a fixed indexed annuity (FIA). (9:30) Georgette shares a PSA explaining that she successfully filed Form SSA-44 preemptively—before receiving an IRMAA determination letter. (21:15) A listener offers a PSA describing issues with an online Social Security spousal benefit application that was denied after being submitted separately from the working spouse's application. (29:45) The guys discuss how the Social Security Administration determines IRMAA when a tax return is delayed due to combat-zone service and whether a significant drop in income qualifies for Form SSA-44 relief. (38:45) Jim and Chris address whether overestimating income on Form SSA-44 results in a refund, how survivor benefits are affected if claimed early, and whether post-retirement employer coverage is treated as active employee benefits for Medicare Part B and IRMAA purposes. (50:45) George asks whether payments in excess of the RMD from a QLAC can be applied toward RMDs for other IRAs, or only toward the non-annuitized portion of the same IRA. (1:00:20) A listener asks how the pro rata rule applies to a Roth conversion when assets include a fixed indexed annuity (FIA) with a guaranteed lifetime withdrawal benefit. The post IRMAA, Social Security, QLACs, Roth Conversions: Q&A #2550 appeared first on The Retirement and IRA Show.
Cody Garrett, CFP®, and Sean Mullaney, CPA, discuss year-end tax planning, tax moves in 2026, fear-based marketing, Roth conversions, asset tax location, and more in the 89th episode of the Bogleheads® on Investing podcast. • • • Jon Luskin, CFP®, a long-time Boglehead and financial planner, hosts this episode of the podcast. The Bogleheads® are a group of like-minded individual investors who follow the general investment and business beliefs of John C. Bogle, founder and former CEO of the Vanguard Group. It is a conflict-free community where individual investors reach out and provide education, assistance, and relevant information to other investors of all experience levels at no cost. The organization supports a free forum at Bogleheads.org, and the wiki site is Bogleheads® wiki. Since 2000, the Bogleheads® have held national conferences in major cities across the country. In addition, local Chapters and foreign Chapters meet regularly, and new Chapters form periodically. All Bogleheads activities are coordinated by volunteers who contribute their time and talent. This podcast is supported by the John C. Bogle Center for Financial Literacy, a non-profit organization approved by the IRS as a 501(c)(3) public charity on February 6, 2012. Your tax-deductible donation to the Bogle Center is appreciated. Show Notes: Bogleheads® on Investing #87: Ed Slott, CPA 2026 Premium Tax Credit Update Bogleheads® YouTube Bogleheads® Live with Sean Mullaney: Episode 40 Bogleheads on Investing with Cody Garrett: Episode 61 • • • The discussion is intended to be for general educational purposes and is not tax, legal, or investment advice for any individual. Jon and the Bogleheads® on Investing podcast do not endorse Sean Mullaney, Mullaney Financial & Tax, Inc. and their services.
Jim and Chris discuss listener questions on Social Security family maximum and suspending benefits, a listener PSA on IRMAA premiums, a listener PSA on Medicare premiums, a listener PSA on Social Security claiming strategies, Roth contribution rules, and Roth conversion disadvantages.(4:30) George asks how the combined family maximum benefit works when two retirement records are combined to increase the family limit for auxiliary benefits paid to a spouse and two minor children.(16:00) A listener asks what additional factors should be considered when suspending a Social Security benefit at full retirement age and restarting at 70 after previously claiming early.(30:15) The guys share a PSA in which a listener states that IRMAA is a premium rather than a tax because Medicare enrollment is optional.(37:45) Georgette shares her objections to Chris describing the base Medicare premium as “free” and explains why she feels that is misleading.(44:30) A listener offers a couple of PSAs, first sharing their thoughts on Nokbox, then sharing an article on a Social Security claiming strategy they believe could help people concerned about sequence of returns.(51:00) The guys answer a question about how a 529-to-Roth IRA transfer affects the annual Roth contribution limit when part of the rollover is gains.(56:30) Jim and Chris address what disadvantages exist when choosing a Roth conversion instead of a non-RMD IRA withdrawal when both would be taxable. Show Notes: NokBox Social Security | Readjust your claiming strategy | Fidelity The post Social Security, IRMAA, Medicare, Roth Contribution Rules, Roth Conversions: Q&A #2549 appeared first on The Retirement and IRA Show.