Podcasts about irmaa

Wall Street has declared yet another “year of the stock picker.” Don and Tom examine Morningstar and SPIVA data showing how few active large-cap funds beat their benchmarks—and why high fees, trading costs, taxes, short horizons, and fierce competition keep the odds tilted toward low-cost diversification.Then Greg asks where stocks and bonds belong while he begins Roth conversions. The discussion covers asset location, small-cap value exposure, international diversification, tax brackets, IRMAA, and keeping the portfolio's overall risk level intact.Finally, they tackle an all-U.S. Roth for a 20-year-old, a couple's pre-retirement glide path, and a pricey Fidelity target-date fund that can be replaced inside a Roth without creating a tax bill. Stay through the end for a money-music bonus.0:37 — The “year of the stock picker” returns2:41 — Active funds trail their benchmarks again8:30 — Why passive keeps winning13:29 — Asset location for Roth conversions22:09 — Should a 20-year-old invest only in the U.S.?23:59 — Reducing risk before retirement28:24 — Escaping an expensive target-date fund31:53 — Reviews, inflation, and a money-music bonusQuestions? Comments? Click!

In this Episode of the Secure Your Retirement Podcast, Radon and Murs discuss the tax problem quietly building for anyone with a large 401(k) or IRA, required minimum distributions, Roth conversions, and the Medicare IRMAA surcharge that catches even careful savers off guard.Listen in to learn about how RMDs are calculated once you reach your 70s, why a disciplined saving habit can turn into a bigger tax bill than expected, how a Roth conversion strategy can smooth that out over time, and how Medicare's IRMAA surcharge fits into the timing of it all.In this episode, find out:What a required minimum distribution (RMD) actually is, and why it can surprise even the most disciplined saversA simple way to estimate what your own future RMD could look like, using nothing more than your current balance and a rough growth assumptionHow a Roth conversion strategy can smooth out RMDs over time, including a real example from POM's tax strategy sessions that projected six figures in lifetime tax savingsWhat the Medicare IRMAA surcharge is, why it's tied to your income two years before you enroll, and why it can add hundreds or thousands of dollars a year to your Medicare premiumWhy RMD planning and Medicare IRMAA planning can't be handled separately, and need to be revisited every year as part of a real tax strategyTweetable Quotes:"Not everybody should do a Roth conversion, but everybody should have an analysis done to find out if it makes sense." — Radon Stancil"A big 401(k) is a good problem to have, but it's still a problem you need a plan for." — Murs TariqResources:If you are in or nearing retirement and you want to gain clarity on what questions you should be asking, learn what the biggest retirement myths are, and identify what you can do to achieve peace of mind for your retirement, get started today by requesting our complimentary video course, Four Steps to Secure Your Retirement!To access the course, simply visit POMWealth.net/podcast.

What are the biggest Social Security and retirement mistakes retirees make? Toby Mathis and Erin Moriarity break down when to claim Social Security, Social Security taxes, Roth conversions, Medicare and IRMAA surcharges, the 4% rule, retirement income strategies, long-term care costs, and how to avoid running out of money in retirement.  Learn how smarter Social Security planning, Medicare planning, tax strategies, and retirement withdrawal decisions can help you build a more secure retirement.  Check out Erin's Channel

Jim and Chris discuss listener emails on the Social Security Fairness Act, an IRMAA question involving deferred compensation, Roth conversions before and after key age milestones, Roth contributions for high-income catch-up savers, and how TEFRA affects an inherited annuity. (9:45) — A listener disagrees with the show’s characterization of the Social Security Fairness Act as unfair, explaining that after paying into both a government pension and Social Security for 40 quarters, she believes receiving both without penalty is fair for her situation. (27:45) — The guys field a question from a retiree who retired in 2025 and will receive deferred compensation payments through 2029 that push his income over the IRMAA threshold. He wonders whether he can file an SSA-44 in 2029 to eliminate the IRMAA surcharges. (37:00) — Jim and Chris are asked to revisit a recent discussion on moving money from Traditional to Roth accounts instead of taking distributions, with a listener wanting more detail on the implications of doing so before age 59 and a half and after RMD age. (48:30) — George asks for the pluses and minuses of continuing Roth 401(k)/403(b) contributions later in life compared with investing in a taxable brokerage account, including how a 50-year-old might decide between the two and whether those aged 61-63 should use the Roth option for super catch-up contributions. (1:03:30) — A listener has several questions about TEFRA, including what it stands for, when it was enacted, and how it affects distributions from an inherited annuity listing Pre-TEFRA and Post-TEFRA cost basis. The post Social Security, IRMAA, Roth Conversions, Roth Contributions, TEFRA: Q&A #2633 appeared first on The Retirement and IRA Show.

Financial Physics rule five asks the uncomfortable question every investor should answer: what is the worst that could happen? Don and Tom revisit leverage in 1929, the crashes of 2000, 2008, and 2020, and the practical defenses that keep a bad market from becoming a ruined plan.Then the questions turn to retirement planning: managing IRMAA while considering Roth conversions, weighing long-term-care insurance against self-insuring, and judging whether a $1.6 million portfolio can support a modest withdrawal despite a pricey advisor.Finally, they untangle the five-year rule when Roth 401(k) money moves to a Roth IRA—and confirm that Tom, not Don, is the resident grump.00:39 Financial Physics rule five: prepare for the worst04:35 Leverage, crashes, and the lost decade06:27 Risk near and in retirement12:23 IRMAA brackets and Roth conversions16:46 Long-term-care insurance or self-insure?22:30 Retirement withdrawals and advisor fees24:34 Roth 401(k) rollovers and the five-year clockQuestions? Comments? Click!

Retirement planning is about more than simply saving enough money. In this episode of Dollars and Cents, Joel Garris breaks down several important issues retirees and pre-retirees should understand before making major financial decisions.First, Joel discusses the continued surge in annuity sales and why investors should be cautious before signing a long-term insurance contract. With record amounts of money flowing into annuities, he explains why these products are often complex, commission-driven, and full of fine print that can affect flexibility, access to money, and the true value of advertised guarantees.Then, the conversation shifts to retirement planning for couples. Joel shares several conversation starters every married couple should consider before retirement, including what retirement actually looks like, how each spouse thinks about money, when each person wants to retire, and where they want to live. These lifestyle expectations can be just as important as the financial projections.Finally, Joel covers tax surprises that can catch retirees off guard, including the taxation of Social Security, Medicare premium increases tied to income, required minimum distributions, and the surviving spouse tax trap. If you're approaching retirement or already there, this episode offers practical reminders to ask better questions, plan ahead, and avoid costly surprises.

Can your spouse receive their own Social Security benefit and then simply add another 50% of yours? It's one of the most common Social Security misconceptions—and misunderstanding the rule could lead couples to build a retirement income plan around benefits they may never receive. In this episode, Drew Stevens, founder of Wisdom to Wealth and a Retirement Decision Specialist, explains how Social Security spousal benefits actually work and why the real decision extends far beyond the 50% rule. Drew discusses the difference between a spousal benefit and spousal supplement, why the calculation is generally based on the higher earner's full-retirement-age benefit, and why spousal and survivor benefits should never be confused. You'll also learn why delaying Social Security for the higher-earning spouse can become a survivor-protection decision and why relying solely on a traditional “break-even age” can overlook important considerations involving taxes, Medicare and IRMAA, Roth conversions, portfolio withdrawals, longevity, and future survivor income. The central message is simple: Social Security should not be optimized in isolation. For married couples, the better question isn't simply, “How much can I receive?” It's: “What decision creates the strongest outcome for both of us throughout retirement?” Because a wiser retirement rarely begins with a product. It begins with a better decision. Drew Stevens | Wisdom to Wealth | Retirement Decision Specialist This podcast is provided for educational purposes and should not be considered individualized tax, legal, investment, or Social Security advice.

That vacation, RV, or home renovation you're planning in retirement might cost a lot more than the price tag suggests. One extra withdrawal from your IRA can set off a chain reaction of higher taxes and even surprise Medicare surcharges — for years to come. Robert Brokamp breaks down the hidden math behind retirement spending, and what you can do now to keep more of your money.Key topics discussed:-The tax "snowball" effect: how one year of higher spending can force bigger withdrawals in following years just to cover the tax bill, compounding the cost over time-Uncle Sam loves seniors: tax benefits for the 65-and-older crowd result in a lot of tax-free income – but spending beyond certain levels can result in a quickly accelerating tax bill-Two hidden costs of spending more: how bigger withdrawals can trigger taxes on Social Security benefits and surprise IRMAA surcharges on Medicare premiums-How to soften the blow: why building up Roth assets and paying off debt before retirement can protect you from these tax trapsHost: Robert Brokamp, CFP®, EAEngineer: Bart Shannon Disclosure: Advertisements are sponsored content and provided for informational purposes only. The Motley Fool and its affiliates (collectively, “TMF”) do not endorse, recommend, or verify the accuracy or completeness of the statements made within advertisements. TMF is not involved in the offer, sale, or solicitation of any securities advertised herein and makes no representations regarding the suitability, or risks associated with any investment opportunity presented. Investors should conduct their own due diligence and consult with legal, tax, and financial advisors before making any investment decisions. TMF assumes no responsibility for any losses or damages arising from this advertisement. We're committed to transparency: All personal opinions in advertisements from Fools are their own. The product advertised in this episode was loaned to TMF and was returned after a test period or the product advertised in this episode was purchased by TMF. Advertiser has paid for the sponsorship of this episode. Learn more about your ad choices. Visit megaphone.fm/adchoices Learn more about your ad choices. Visit megaphone.fm/adchoices

Healthcare could be one of your biggest expenses in retirement, but are you actually planning for it? In this episode of Wise Money, we break down how much you should budget for Medicare and healthcare costs, including what to consider if you retire before age 65. We also discuss IRMAA, HSAs, long-term care, and how rising healthcare costs could impact your overall retirement plan. Season 11, Episode 51 Download our FREE 5-Factor Retirement guide: https://wisemoneyguides.com/    Schedule a meeting with one of our CERTIFIED FINANCIAL PLANNERS™: https://www.korhorn.com/schedule-a-call/  or call 574-247-5898.   Watch this episode on YouTube: https://youtu.be/PN9_n9auveY  Subscribe on YouTube: http://www.youtube.com/c/WiseMoneyShow Listen on podcast: https://pod.link/1040619718   Submit a question for the show: https://www.korhorn.com/ask-a-question/   Read the Wise Money Blog: https://www.korhorn.com/wise-money-blog/    Connect with us: Facebook - https://www.facebook.com/WiseMoneyShow  Instagram - https://www.instagram.com/wisemoneyshow/    Kevin Korhorn, CFP® offers securities through Silver Oak Securities, Inc., Member FINRA/SIPC. Kevin offers advisory services through KFG Wealth Management, LLC dba Korhorn Financial Group. KFG Wealth Management, LLC dba Korhorn Financial Group and Silver Oak Securities, Inc. are not affiliated. Mike Bernard, CFP® and Joshua Gregory, CFP® offer advisory services through KFG Wealth Management, LLC dba Korhorn Financial Group. This information is for general financial education and is not intended to provide specific investment advice or recommendations. All investing and investment strategies involve risk, including the potential loss of principal. Asset allocation & diversification do not ensure a profit or prevent a loss in a declining market. Past performance is not a guarantee of future results. This video may discuss estate planning concepts but does not constitute legal advice. Please consult an attorney for advice specific to your situation. Certified Financial Planner Board of Standards Center for Financial Planning, Inc. owns and licenses the certification marks CFP®, CERTIFIED FINANCIAL PLANNER™ and CFP® (with plaque design) in the United States to Certified Financial Planner Board of Standards, Inc., which authorizes individuals who successfully complete the organization's initial and ongoing certification requirements to use the certification marks.

Have a Financial Advisor for Federal Employees respond to your questions. Apply for a Retirement Consultation:https://apply.cdfinancial.org/6a694299bad1c9a176cdc79f/Two federal employees retire the same year with the same TSP balance. Five years later, one has paid tens of thousands more in taxes. The difference wasn't the market — it was the withdrawal decisions. In this episode, Charles and Marcus walk through the five TSP withdrawal mistakes behind that gap, and how to avoid each one.━━━━━━━━━━━━━━━START HERE━━━━━━━━━━━━━━━Apply for a Retirement Consultation:https://apply.cdfinancial.org/6a694299bad1c9a176cdc79f/Get the Digital Federal Retirement Guidebook:https://cdfinancial.org/being-a-federal-employee-book/Subscribe for Weekly Federal Retirement Planning Content:https://cdfinancial.com/newsletter━━━━━━━━━━━━━━━IN THIS EPISODE━━━━━━━━━━━━━━━- Mistake 1: the big lump sum — why cutting into the "wheel of cheese" too fast can't be undone- Mistake 2: why the tax withheld is NOT the tax you owe (and the filing-season surprise)- Mistake 3: withdrawal order — how pulling from the wrong bucket can cost more than a bad market year- Mistake 4: timing that trips IRMAA and bracket creep — including the 2-year lookback- Mistake 5: the fix — a written withdrawal sequence before you separate- Why the goal isn't the lowest tax THIS year, it's the lowest tax over 20–30 years━━━━━━━━━━━━━━━TIMESTAMPS━━━━━━━━━━━━━━━0:00 Same Balance, Tens of Thousands Apart0:31 Welcome — CD Financial Podcast2:13 Mistake 1: The Big Lump Sum (The Wheel of Cheese)3:42 Mistake 2: Withholding Isn't Your Real Tax Bill6:24 Mistake 3: Withdrawal Order — Traditional vs. Roth7:48 Sailing the Tides: Adjusting Year to Year9:30 Lower Brackets Now = Smaller RMDs Later11:55 Mistake 4: IRMAA & Bracket Creep (2-Year Lookback)14:52 Mistake 5: The Written Withdrawal Sequence16:10 Watch Next: FERS Retirement Explained━━━━━━━━━━━━━━━WHO WE ARE━━━━━━━━━━━━━━━CD Financial helps federal employees and retirees make smarter retirement decisions around FERS, TSP, taxes, Medicare, and retirement income planning — where health meets wealth.━━━━━━━━━━━━━━━IMPORTANT DISCLAIMER━━━━━━━━━━━━━━━Advisory services are offered through CD Financial LLC dba CD Financial, an Investment Advisor in the State of California. Insurance products and services are offered through CD Financial & Insurance Services LLC, an affiliated company.Educational only; not financial, legal, tax, or investment advice. Tax brackets, IRMAA thresholds, Social Security taxation, and RMD rules depend on your individual situation and change yearly — verify with the IRS, SSA, and a qualified tax professional before acting. Client examples are anonymized and illustrative.#TSP #TSPWithdrawals #FederalRetirement #IRMAA #TaxPlanning #CDFinancialSupport the show

There's an entire television network dedicated to doing things yourself — home renovation, landscaping, interior design, all of it. And the DIY mentality is genuinely admirable. But when it comes to retirement planning, the stakes of a bad install are a little higher than a crooked backsplash. Let's talk about what DIY planning actually looks like in practice.   Important Links: Website: http://www.yourplanningpros.com Call: 844-707-7381   ----more---- TRANSCRIPT:    Speaker 1: We've created an entire television network dedicated to doing things yourself. Everywhere you turn, it's DIY, this and that, home renovation, landscaping, interior design, all of it. And the DIY mentality is genuinely admirable. But when it comes to retirement planning, the stakes of a bad install are a little higher than just a messed up backsplash in your kitchen. So let's talk about that this week, the DIY movement in retirement planning and what that looks like actually in practice.   Hey everybody, welcome into the podcast. This is Plan With The Tax Man with Tony Mauro. And we're going DIY this week, Tony, little pitfalls of doing things yourself. Everybody does it to a certain degree in many walks of life. You and I both have done a lot of DIY things ourselves, but certainly when it comes to the financials, this is maybe room to pause and think about this.   Technology, Tony, has changed. It's super easy to do a lot more things. Absolutely. I'll agree with that. I'm sure you will too. But the complication of preservation and distribution, AKA retirement, is vastly different than accumulation. So let's talk about that this week a little bit.   How are you doing, my friend?   Tony Mauro: I'm doing good. [inaudible 00:01:36].   Speaker 1: Do you agree with my statement there?   Tony Mauro: I agree with your statement. Yeah. And I love this topic for a lot of reasons because I think as we... Well, in the world we live in, especially with the AI advancements and whatnot, it's just getting worse and worse. Everybody wants to do everything themselves. And I think a lot of times, and I'm one of them too-   Speaker 1: Sure.   Tony Mauro: ... I used to love doing home renovations because I enjoyed it. But now that I'm a little older and I try to preach this to my son and whoever will listen, is you need to outsource everything that you're not good at or you don't enjoy because that's going to free you up to do what you do enjoy and/or make money. And we do it at our business here. I mean, I don't touch the IT. I don't touch the phones. Now, could I, and try all that? Yeah, sure.   Speaker 1: Sure.   Tony Mauro: It clutters up my life too much. And I want to give it to the guys that are good at it. And so yeah, I agree with your statement wholeheartedly.   Speaker 1: And it's one of those things where we certainly know in this world it's been more and more difficult, especially post-COVID, to get people to show up and maybe do quality jobs in different aspects of things.   Tony Mauro: Sure. Yeah.   Speaker 1: And so everybody feels like, "I'm just going to take on this." What's the old saying? If you want it done, right, do it yourself?   Tony Mauro: Right. Do it yourself.   Speaker 1: And that could be true. But I mean, my brother and I are fairly handy and we built some things around my property, Tony, but when it came time for a complete overhaul of the back deck and building a roof on it and all this kind of other stuff, I just did not feel comfortable in our skillset, so I farmed it out. Did it cost me more? Yeah, probably. But then again, maybe not because how many times might I had to double back and fix something that I didn't do right the first time because I don't have the skillset or the longevity of doing these things.   So financially speaking, I think that same thing happens. There's so many tools out there now. And growing the money... I mean, Tony, check this out. So you might know this off the top of your head, but if you don't, don't look it up. Just give me a quick educated guess. At the time we're recording right now, how much do you think the S&P 500 is up the last five years?   Tony Mauro: Cumulative?   Speaker 1: Yeah. Cumulative. Give me an idea. What do you think? Five years.   Tony Mauro: Five years, I'm going to say 45%.   Speaker 1: Okay. How blown away are you that it's 75?   Tony Mauro: That doesn't blow me away.   Speaker 1: Okay.   Tony Mauro: I was thinking a little higher, but no, it doesn't blow me away.   Speaker 1: Okay. 75. Crazy, right?   Tony Mauro: Yeah.   Speaker 1: Five years cumulatively, the S&P 500 is up 75%. The Dow up 50 over that same period. So it's easy for people to go, "Oh man, you can be an idiot and throw a dart at something and do well." But when it comes time for the... As we get closer to financial or retirement, excuse me, distribution, there's a lot more at stake. And I think this is where people start to find themselves at a crossroads. And do you find that? Do you have people coming in that are like, "I've been doing it myself, Tony, but there's a lot I don't know and I'm getting a little nervous. I want to make sure I don't screw this up because this is my forever money"?   Tony Mauro: They do. And that's how a lot of people come to us. And if they've been doing things themselves, we certainly don't tear apart what they're doing, but we just try to ask a lot of questions and make sure that not only... Because a lot of people come in, "Well, I've been doing this myself and I've been averaging 10% a year or I've been beating the S&P 500."   Speaker 1: Sure.   Tony Mauro: And I say, "Well, okay. We really have you... Let's see, but that's good." And then the first question as I ask is, "What do you have for an emergency fund?" And they have a strange look on their face. And we start talking about that. I said, "Well, what about you... Tell me about your assets and things. And then we'll get to the part of, well, what do you have for life insurance?" And so some of that stuff they don't think about. All they're thinking about, "I throw my dart at the board. I'm investing in this. It's growing. I should be okay." And that may be the case, but there's more to a comprehensive, keyword, financial plan.   Speaker 1: And you may be doing well, right. So think about my analogy a second ago about what the numbers have done. So let's say you had a million bucks [inaudible 00:05:37] on the S&P 500, you're up half a million dollars over five years. And you're thinking, "Man, I got this thing figured out." Great. Okay. So now you got a 1.5 million sitting in this account, you're getting close to retirement and you got to start pulling this money out. And now you don't realize the things that you're triggering. So your income strategy is going to affect some other things. It's going to affect your Medicaid or your Medicare, excuse me. So you're going to get those issues. You got to start dealing with the IRMAA situation. That catches people off guard. The taxation of the whole thing, Tony, is what catches a lot of people off guard. That's where a lot of people are going, "Okay, this is why I definitely need help. How can I be more efficient here?" And with you being a CPA and a CFP, you're thinking about the tax situation, but as well as the future planning.   Tony Mauro: That's right. And some of those triggers you're talking about are exactly what I think a lot of people miss really with a good advisor. With us, we're looking always at, we know you want to get the most money, especially around retirement.   Speaker 1: Sure.   Tony Mauro: We got to do it tax efficiently because we don't want to give the feds any more than you have to. So let's think about it. And let's take everything into account, Social Security and everything else you might have coming in, to make sure that that's the case, that we're always on track with that. And don't miss that by too much because it's just ineffective. And at the end of the day, you bleed money and you don't even know it.   Speaker 1: Yeah. I mean, I can see somebody coming in DIY or they've done well. Let's just go with a million bucks, Tony, because it's easy. They've got a million dollars in their portfolio. And they come in and they're like, "Hey, I heard Ramsey talking about taking 8%. I've done the math. I'm going to pull 80 grand out a year, blah, blah, blah. I should be good to go, right?" You know what I mean? And it's like, that's a quick back of the napkin thing. It's like, "Well, all right, the 4% rule is half of that. The guy who created the 4% rules moved it to 4.7."   But for easy math, Tony, you could sit there and go, "Well, does 40,000, if we go with the 4% rule, does it get it done? Does it drive the plan?" Because Ramsey's thing is, "Well, if the market averages 10% year over year at minimum, why not take 8%?" But of course, the downside of that, Tony, is that to make that happen, you're 100% invested in the market. And I think again, as we age, we're not really comfortable taking that amount of risk.   Tony Mauro: No, no. And I think that's one of the flaws that a lot of DIYers end up with is they'll come in with some... We use that example.   Speaker 1: Rule of thumb. Yeah.   Tony Mauro: Just that rule of thumb, yeah. And when we sit down and start putting some numbers to that and their situation, most of the time... And I like Dave Ramsey's stuff about getting out of debt, staying out of debt, saving and whatnot. I don't agree with the 8% year-over-year. I think that's too aggressive based on things that happen not only in the market, because he's assuming it earns 10% every year. We know it does not, even though lately it's been way up. But what if you go through a stint right when you retire that it goes up 10% one year? And then we have a situation like from '04 through '08 where the market did nothing and go down. Each year you're drawing that same amount out on a lesser principle. You start going downhill very quickly. I think something like that is unsustainable long term. And you don't want to get into that doing it yourself and then be 75, 80 and out of money and scratching your head saying, "Man, where did I go wrong? This was supposed to work."   I think that's where a planner can lend some value. I'm not saying that...   Speaker 1: Do you-   Tony Mauro: Go ahead.   Speaker 1: I was just going to... No, finish your thought, please.   Tony Mauro: I was just going to say, I'm not saying you may not do that, but I think you should do some sort of hybrid of that. If you want a little more money out, maybe not take it out maybe in the good years. In the bad years, no. It should be 4, 4.5.   Speaker 1: Well, that's a great point, right? So you can do the back of the napkin thing and say, "Okay, yeah, 4% might make it work." But you're going to have some lean years, you're going to have some better years, right? So it's got to be able to continue to shift and change. And that's what a good strategy and working with a financial professional does because you guys are going to do these reviews, you're going to make tweaks along the way. And sometimes people I think get hung up in the fact too, Tony, that they see these rules of thumb or whatever, like the rule of a hundred or something. They'll look that up, they'll read that and they'll go, "Oh, okay. So it says take my age and that should be safe. So I'm 60, so 60% of my portfolio should be in safe, 40% at risk."   Okay. Yeah, that's a great place to maybe start. But when you guys start diving in and really dissecting the individual or the couple, oftentimes you find that that's not good for both people. And that's another piece of this too. The DIY thing, are you taking into account both people? And does the second person share your DIY enjoyment? Because what happens when you die if you're the person doing it all and they don't want to do it and they don't know anything about it? And now you've left them behind the eight ball too. So that's something-   Tony Mauro: You've left them a mess.   Speaker 1: Yeah.   Tony Mauro: We encounter that a lot because the DIYers, and I think that's one of the mistakes that they make, is the DIYer really loves to do it, for example. And the spouse does not.   Speaker 1: Sure. Yeah. Nothing wrong with that, right?   Tony Mauro: Nope. And then what happens is when the DIYer goes and they haven't talked about it, the spouse, you've left them with a complete disarray mess and they have no idea where to turn to. And they're trying to deal with all of this. We just talked about it on the last episode about leaving people with a mess, is you don't want to do that. So I think that's one of the mistakes that people make there for sure.   I think another one really is that they tend to get so fixated, especially when things are going good, to chasing the highest return. They always find it funny when I say, "Look, return is important, but it's not the only driver." And they look at me kind of funny like, "Well, you're a planner. You're supposed to be... I'm paying you to get me the best return."   Speaker 1: "I want all the money, man. I want all the money. I want to stick it in my ears and go blah, blah, blah." Yeah. But that's a great point, Tony, because okay, let's say you're chasing this aggressive return because the market has been on a tear and you want this higher return. And you go through, you have the planning process with someone like yourself, Tony, and you find out that 5 or 6% return gets it done. Drives your plan, gives you more than you need because maybe you got a pension. Maybe there's two pensions in your family plus Social Security.   So you find out you really only need to be... Your risk level could be much lower and still really drive your plan effectively. But you're taking way too much risk because you want to max it out. And then what happens? Inevitably, Murphy's going to strike. We're going to have a prolonged downturn because we haven't had one really in about 17 years. So we're way overdue for a prolonged. Not a little downturn for three months here, four months there, but like a prolonged downturn. And now you're really kind of screwed. That's the concern.   Tony Mauro: That's the big concern, is right there because it's easy when things are going good and they have been for a long time. Where I think the financial planner really shows their value... I mean, I think we should try to show value all the time, but it's when things aren't going good, you can point to, we're fine. We're still earning a good rate. And if we are down a little bit, we're not down as much as the market. And you're still on track to win your game. Don't focus on the day-to-day returns. Just, "Here's our plan. If we know we can get there and maybe even a little more, we're fine."   Speaker 1: Well, the diversification thing I think bites a lot of DIYers in the tush too, right?   Tony Mauro: It does. That's another one.   Speaker 1: Yeah. So using the rule of thumbs that are out there and then the diversification thing. "Well, I know I'm diversified. I know that's important. So I've got a bunch of stocks. I've got my Schwab account and I've got a bunch of stocks and I've got five mutual funds and I bought them from different companies just so that I'm well diversified." And it's like, yeah. And most of the time you guys go through training and do your forensic analysis. And it's like, "Congratulations. You got a whole lot of large cap in these mutual funds."   Tony Mauro: [inaudible 00:13:50].   Speaker 1: And you got also high fees with these mutual funds. So there's just a lot we don't know when we don't do this every day.   Tony Mauro: You don't. You don't. And just like every DIYer, I mean, every time I do a DIY, especially if it involves any type of real artistry, the pro always does it better because they're doing it all the time.   Speaker 1: Right. Right.   Tony Mauro: But I just had a guy come in last week and he was a tax guy and he was just kind of spouting off. He says, "You know what? I've got a couple of mutual funds." And he says, "I've been doing really well." He said, "But I'm very well diversified." Because I asked him, "How's your diversification?"   "Oh, I'm diversified. I got two funds."   And I said," Well, what are they?" And he gave them to me. Well, they're both small cap world funds that hold very aggressive stocks. I mean, they're from different parts of the world. But I said, "You're really not that diversified. First of all, it's foreign, which has a place in everybody's portfolio, but you have no large cap. You have no conservative. You have no nothing." I said," Do you have a financial plan?"   "No, I just have these funds."   I said, "Well..."   Speaker 1: That's interesting, right? Because a lot of times we do see my analogy, which was a lot of times we see people come in and they've got a bunch of large cap because it's just-   Tony Mauro: Large cap.   Speaker 1: Yeah. They've got small caps.   Tony Mauro: That's [inaudible 00:14:59] here.   Speaker 1: Microsoft and Coke and so on and so forth. And you have four or five of those and they all have about 70% of the same exact thing in them.   Tony Mauro: Same exact thing. Yeah.   Speaker 1:  And if it's all tech-heavy, well, what happens when tech takes a beating? Which obviously everything right now is tech heavy. So yeah, it's just, you're not as diversified as you think you are. And it's not just the portfolio, Tony, you started this earlier as well, and we'll finish with this. Part of the DIY thing that most of us just are terrified of and don't want to mess with, and this is I think probably what brings a lot of people to the door, is diversification of the portfolio and the income stream is one thing. Tax diversification is another, because that's an animal that... We're all terrified of the IRS.   Tony Mauro: Yeah. I mean, at the end of the day, that is the truth. And I'm a big believer. I'm not anti-government, but I don't want to give them any more than we have to legally. So if we've got the opportunity within the rules that they set, let's make sure we're not doing that.   Speaker 1: And tax diversification is a thing. Don't have it all just in the 401(k). So we've talked about this about a million times, right? So you need different kinds of tax buckets.   Tony Mauro: You do. You need a lot of different tax buckets. And to make sure you're pulling money out, especially in retirement, as efficiently as possible, meaning trying to minimize your taxes. We've had people come in and they're just pulling money out of pre-tax money out of 401(k)s just because they didn't know any better when they have all this after tax cash sitting over here. Let's draw on that first and let's keep this other stuff growing. So it's just little things like that I think advisors lend a lot of value in this area.   Speaker 1: Any final thoughts for the DIYers out there? Things that you've seen in your firm, people come in that maybe is the biggest kind of pain point for driving them in to see you or have we kind of covered them?   Tony Mauro: Well, I think we've kind of covered, most of them, the pain points. I would just tell anybody out there that is starting to get nervous, if you've been doing things yourself and you're starting to feel whatever, anything, get with a planner. If anything else, and you're worried about, "Oh, well, I don't want to do it because I'm not going to use a planner," well, go in and have them charge you just a one-time fee. Have them take a look at what you've got and give you some advice. It might be worth whatever they're going to charge you to do that. And at least then you've got at least some objective opinions about what you're doing.   And who knows, maybe you want to say it, you're getting to the point where it's like, "You know what? I'm done doing this myself. I want to be involved, but I want a planner. I want somebody to help me, especially in the distribution phase to make sure that things are going good." That would be my advice.   Speaker 1: All right. Well, good stuff today here on the podcast. Look, there's nothing wrong with doing the DIY thing. It has its place in all walks of life and even financially. But some projects are a little worth calling a professional for, especially when the mistakes can really throw you into a real tizzy for the next 30 years.   So if you've been handling your retirement on your own, a second set of eyes, a second opinion is certainly important. Tony and his team are here for just that. You may find that you've been doing a bang up awesome job, but you also may get educated, as Tony said, on some things you just didn't know about or see coming. And so it's worthwhile to have that conversation with yourself. Again, Tony's a CPA and a CFP, an EA of 30 plus years in the industry. So a great resource for you to tap into, not only in Iowa, but he's got clients all over the country as well. He's licensed to work in different states.   So if you need some help, you're checking out the podcast, reach out to him, yourplanningpros.com. That's yourplanningpros.com for some time onto the calendar. Check out the tools and resources there. Subscribe to the podcast. Plan With The Tax Man on Apple or Spotify or whatever app you enjoy using, but certainly get yourself some professional help and advice.   Tony, thanks for breaking it down, my friend, as always.   Tony Mauro: All right. We'll talk to you on the next show.   Speaker 1: We'll see you next time. Have yourself a great week. And thank you for some time here on Plan With The Tax Man with Tony Mauro from Tax Doctor, Inc.   Securities offered through Avantax Investment Services SM, member FINRA, SIPC. Investment advisory services offered through Avantax Advisory Services. Insurance services offered through an Avantax affiliated insurance agency. Investment strategies discussed in this episode may not be suitable for all investors. Please consult with a financial professional.  

VT, DFAW, and AVGE all promise global diversification—but they take different roads to get there. Don and Tom compare cost, holdings, factor tilts, and the extra risk behind higher expected returns, then explain why the “best” one-fund solution depends on how much risk you actually need.Then a listener asks why advisors build portfolios with many funds when one might do. The answer runs through tax-loss harvesting, rebalancing, personalization, and the fine line between thoughtful design and a 20-fund hodgepodge.Also: the hidden tradeoffs in fractional rental-property platforms such as Arrived, why IRMAA anxiety can outweigh the actual Medicare surcharge, and a sensible way to unwind concentrated tech gains without detonating the tax bill.00:30 Swing-era cold open01:53 Three global funds, one decision03:29 VT, DFAW, and AVGE compared05:45 Recent returns and expense ratios06:47 Factor tilts: value, size, and profitability08:59 Holdings, frontier markets, and micro-caps10:40 Matching the fund to the risk you need14:52 Listener question: one fund or many?17:50 Why advisors use multiple funds22:08 Fractional real estate and Arrived25:47 IRMAA anxiety versus the actual surcharge28:56 Unwinding concentrated tech gains32:15 Buc-ee's, crypto, and trademark comedyQuestions? Comments? Click!

This week on Financial Planning: Explained, host Michael Menninger, CFP®, welcomes back Cheryl Lagunilla, Health Insurance Advisor at Focused Health Access, to continue their Medicare discussion with a practical, real-world case study and an in-depth look at IRMAA (Income-Related Monthly Adjustment Amount). Building on the Medicare fundamentals covered in Part I, Mike and Cheryl walk through a realistic Medicare planning scenario to demonstrate how coverage decisions, enrollment timing, and income can affect healthcare costs in retirement. They also explain how IRMAA works, who is affected, and why higher-income retirees may pay increased premiums for Medicare Part B and Part D. The conversation highlights common situations retirees face when enrolling in Medicare, strategies for minimizing unexpected costs, and the importance of incorporating healthcare planning into an overall retirement strategy. Whether you're nearing Medicare eligibility, already enrolled, or helping a loved one navigate the process, this episode offers practical insights to help you make more informed decisions. Listeners will gain valuable insight into: What IRMAA (Income-Related Monthly Adjustment Amount) is and how it works How income affects Medicare Part B and Part D premiums A real-life Medicare case study and planning example Common Medicare enrollment and planning mistakes Strategies to help reduce unexpected Medicare costs How healthcare decisions fit into a comprehensive retirement plan Tips for evaluating Medicare coverage based on your personal situation Why proactive Medicare planning can help you avoid costly surprises Understanding how Medicare premiums are calculated—and how your financial decisions can impact your healthcare costs—is an essential part of retirement planning. This episode provides practical guidance and real-world examples to help simplify Medicare planning and prepare you for the road ahead. For more information on Menninger & Associates Financial Planning, visit: https://maaplanning.com.

Could a single dollar cost you hundreds more in Medicare premiums? In this mailbag episode, we answer some of the most common retirement planning questions from listeners, beginning with how to avoid IRMAA surcharges and why Medicare planning really starts at age 63. You'll learn how strategies like Roth conversions, bracket-topping, and Qualified Charitable Distributions (QCDs) work and why every strategy should be tailored to your individual financial plan. Access the full show notes at Mason & Associates, LLC Resources Mentioned: Mason & Associates: LinkedIn  John Mason: LinkedIn Tommy Blackburn: LinkedIn 

If you've spent years building your 401(k), you could be heading toward a retirement tax problem you never saw coming. In this episode of Wise Money, we explore whether it makes sense to keep funding a Roth 401(k), switch to pre-tax contributions, or use Roth conversions to reduce future taxes. You'll also learn how tax diversification, IRMAA, required minimum distributions (RMDs), and long-term tax planning can impact your retirement income.  Season 11, Episode 49 Download our FREE 5-Factor Retirement guide: https://wisemoneyguides.com/    Schedule a meeting with one of our CERTIFIED FINANCIAL PLANNERS™: https://www.korhorn.com/schedule-a-call/  or call 574-247-5898.   Watch this episode on YouTube: https://youtu.be/bI72d5qf8Gc  Subscribe on YouTube: http://www.youtube.com/c/WiseMoneyShow Listen on podcast: https://pod.link/1040619718   Submit a question for the show: https://www.korhorn.com/ask-a-question/   Read the Wise Money Blog: https://www.korhorn.com/wise-money-blog/    Connect with us: Facebook - https://www.facebook.com/WiseMoneyShow  Instagram - https://www.instagram.com/wisemoneyshow/    Kevin Korhorn, CFP® offers securities through Silver Oak Securities, Inc., Member FINRA/SIPC. Kevin offers advisory services through KFG Wealth Management, LLC dba Korhorn Financial Group. KFG Wealth Management, LLC dba Korhorn Financial Group and Silver Oak Securities, Inc. are not affiliated. Mike Bernard, CFP® and Joshua Gregory, CFP® offer advisory services through KFG Wealth Management, LLC dba Korhorn Financial Group. This information is for general financial education and is not intended to provide specific investment advice or recommendations. All investing and investment strategies involve risk, including the potential loss of principal. Asset allocation & diversification do not ensure a profit or prevent a loss in a declining market. Past performance is not a guarantee of future results. This video may discuss estate planning concepts but does not constitute legal advice. Please consult an attorney for advice specific to your situation. Certified Financial Planner Board of Standards Center for Financial Planning, Inc. owns and licenses the certification marks CFP®, CERTIFIED FINANCIAL PLANNER™ and CFP® (with plaque design) in the United States to Certified Financial Planner Board of Standards, Inc., which authorizes individuals who successfully complete the organization's initial and ongoing certification requirements to use the certification marks.

Bonds are supposed to be the brakes in a portfolio—but should those brakes be BND, a shorter-term fund, CDs, or a Treasury ladder? Don explains why duration, yield stability, and personal comfort make the answer more nuanced than one ticker.The Friday questions keep coming: pairing AVGE with VT, moving $5 million from real estate into a retirement portfolio, understanding an emerging-markets fund that became legally non-diversified, and building 529s for grandchildren.The final stretch is all planning: Roth conversions and IRMAA, choosing a HELOC over a 401(k) loan, and resisting the urge to let the tax tail wag the retirement dog.00:00 A full inbox of financial questions02:30 BND versus short bonds, CDs, and Treasury ladders06:45 AVGE plus VT—or unnecessary overlap?10:23 Moving $5 million from real estate into markets14:51 When an index fund becomes legally non-diversified18:18 Building 529s and Roth head starts for grandchildren22:16 Roth conversions, RMDs, and IRMAA25:23 HELOC or 401(k) loan for renovations?28:01 The tax tail and a long Roth-conversion planQuestions? Comments? Click!

For many retirees, their home isn't just a place of comfort, it's one of the largest assets on their balance sheet. However, beyond the emotional value and the years of accumulated equity, there's an often-overlooked reality: selling your primary residence can bring an unexpected tax bill. If you're contemplating a sale or want to ensure you're planning wisely, understanding the IRS's primary residence capital gains exclusion is essential. On the show this week, I break down what this exclusion means, who qualifies, how to maximize its benefits, and the critical planning steps to avoid a nasty tax surprise.   You will want to hear this episode if you are interested in... [00:00] Understanding capital gains exclusion [03:52] Capital gains exclusion requirements [07:40] Reducing taxes on home sale [11:31] Calculating capital gains tax [14:57] Impact of capital gains on IRMAA   The Primary Residence Capital Gains Exclusion Thanks to the IRS, many homeowners can exclude a substantial portion of the capital gains realized from the sale of their primary residence. Single tax filers can exclude up to $250,000 of gains while married couples filing jointly enjoy up to a $500,000 exclusion. In practical terms, this means if your gain from selling your home stays within these thresholds, you may owe no federal tax on that profit.   Who Qualifies for the Exclusion?  Before assuming you'll benefit from this significant tax break, it's important to meet all IRS requirements:   1. The Ownership and Use Test: You must have lived in the home as your primary residence for at least two of the five years preceding the sale. These years don't need to be consecutive, but they must total at least 24 months within the five-year window.   2. Exclusion Frequency: You cannot have claimed the exclusion on another home sale within the past two years.   3. Acquisition History: The property generally cannot have been acquired through a 1031 like-kind exchange in the previous five years.   Special Rule for Widows and Widowers: If you've recently lost your spouse, you may still qualify for the full $500,000 exclusion if you sell within 24 months of your spouse's passing, don't remarry during this period, and have satisfied the other ownership and use requirements.   Why More Homeowners Now Face Capital Gains Taxes Home values have seen record appreciation over the last three decades, but the exclusion thresholds haven't changed since 1997. A homeowner who bought in their 20s or 30s might now find that decades of appreciation have pushed them well beyond the exclusion limits—and into taxable territory. If your gains surpass the exclusion, any additional gains are taxed either as short-term (if you've owned the home for a year or less) or, more commonly for longtime owners, as long-term capital gains (taxed at 0%, 15%, or 20% depending on your income).   Maximize Your Savings: Track and Increase Your Cost Basis One of the most effective strategies to reduce your taxable gain is to properly track and boost your home's cost basis. Your cost basis starts with your original purchase price and is increased by certain acquisition costs (settlement fees, title insurance, legal fees, etc.). Most importantly, capital improvements—such as room additions, roof replacement, major kitchen or bath remodels, or HVAC system upgrades—can be added. Routine maintenance and minor repairs generally don't increase your basis, so keeping thorough records of major projects and associated costs is crucial. Medicare Premiums and Tax Strategy Selling your home and realizing a large capital gain may bump you into a higher Medicare premium bracket, known as IRMAA, which can affect your Part B and Part D premiums a couple of years after the sale. This makes it essential to coordinate a home sale with your overall income strategy and consult both a financial advisor and CPA before listing your home. Resources Mentioned Retirement Readiness Review Subscribe to the Retire with Ryan YouTube Channel Download my entire book for FREE  National Association of REALTORS® Avoid These 7 Scenarios to Keep Your Medicare Premiums Lower In Retirement #313 2026 Medicare Part B Premium Surprises, #282  7 Ways to Lower Your Income and Avoid the IRMAA Medicare Surcharge, #142      Connect With Morrissey Wealth Management  www.MorrisseyWealthManagement.com/contact Subscribe to Retire With Ryan

For nearly three decades, He has helped Southern California families plan for complex financial goals — building retirement income, protecting what they've earned, managing taxes, and passing on what matters to the people they love.Since 1997, Jon has worked with hundreds of individuals, families, and business owners to build and execute comprehensive retirement income plans. I've guided clients through two major economic downturns, and those experiences shaped the cornerstone of my practice: preserving capital comes first. Growth matters, but in retirement, what you keep matters more.His approach is holistic. He looks at the financial house from every angle — wealth management, retirement income, tax planning, Medicare and IRMAA exposure, Social Security timing, and legacy — because these pieces don't work in isolation, and neither should your plan. Trust review and trust planning are a core part of that work: he regularly helps families make sure their trusts still reflect their wishes, their assets, and current law — not the circumstances of a decade ago. And as an IRMAA Certified Planner, Jon pays particular attention to a cost most retirees never see coming: Medicare premium surcharges that can quietly drain tens of thousands from a retirement over time.Jon is a graduate of UCLA and began his career at Morgan Stanley Dean Witter, followed by Citi Personal Wealth Management and NettWorth Financial Group, before founding his own firm. That path — from Wall Street institutions to independent practice — was deliberate. Independence means his recommendations answer to people's goals, not a product shelf.Away from the office, Jon is a husband and father of three. His wife, an attorney, and I built our family the same way he helps clients build their retirements: with hard work, discipline, and a long view. Watching their kids grow into their own success is a daily reminder of why this work matters — a well-built plan isn't just about them. It's about everyone who comes after them.Whether they're just beginning to think about retirement or need a second opinion on an existing plan, He'll take the time to understand their unique situation and give them straight answers.Jon L. Bowles is an investment adviser representative with Secure Investment Management and holds California Insurance License #0C88392.Learn more: http://www.jlbfinanciallegacyplanning.com/Secure Investment Management, LLC (“SIM”) is an investment adviser registered with the U.S. Securities and Exchange Commission. Registration as an investment adviser does not imply a certain level of skill or training. Our Form ADV disclosure documents are available upon request or on the SEC's Investment Adviser Public Disclosure website at www.adviserinfo.sec.gov.Influential Entrepreneurs with Mike Saundershttps://businessinnovatorsradio.com/influential-entrepreneurs-with-mike-saunders/Source: https://businessinnovatorsradio.com/interview-with-jon-bowles-founder-of-jlb-financial

For nearly three decades, He has helped Southern California families plan for complex financial goals — building retirement income, protecting what they've earned, managing taxes, and passing on what matters to the people they love.Since 1997, Jon has worked with hundreds of individuals, families, and business owners to build and execute comprehensive retirement income plans. I've guided clients through two major economic downturns, and those experiences shaped the cornerstone of my practice: preserving capital comes first. Growth matters, but in retirement, what you keep matters more.His approach is holistic. He looks at the financial house from every angle — wealth management, retirement income, tax planning, Medicare and IRMAA exposure, Social Security timing, and legacy — because these pieces don't work in isolation, and neither should your plan. Trust review and trust planning are a core part of that work: he regularly helps families make sure their trusts still reflect their wishes, their assets, and current law — not the circumstances of a decade ago. And as an IRMAA Certified Planner, Jon pays particular attention to a cost most retirees never see coming: Medicare premium surcharges that can quietly drain tens of thousands from a retirement over time.Jon is a graduate of UCLA and began his career at Morgan Stanley Dean Witter, followed by Citi Personal Wealth Management and NettWorth Financial Group, before founding his own firm. That path — from Wall Street institutions to independent practice — was deliberate. Independence means his recommendations answer to people's goals, not a product shelf.Away from the office, Jon is a husband and father of three. His wife, an attorney, and I built our family the same way he helps clients build their retirements: with hard work, discipline, and a long view. Watching their kids grow into their own success is a daily reminder of why this work matters — a well-built plan isn't just about them. It's about everyone who comes after them.Whether they're just beginning to think about retirement or need a second opinion on an existing plan, He'll take the time to understand their unique situation and give them straight answers.Jon L. Bowles is an investment adviser representative with Secure Investment Management and holds California Insurance License #0C88392.Learn more: http://www.jlbfinanciallegacyplanning.com/Secure Investment Management, LLC (“SIM”) is an investment adviser registered with the U.S. Securities and Exchange Commission. Registration as an investment adviser does not imply a certain level of skill or training. Our Form ADV disclosure documents are available upon request or on the SEC's Investment Adviser Public Disclosure website at www.adviserinfo.sec.gov.Influential Entrepreneurs with Mike Saundershttps://businessinnovatorsradio.com/influential-entrepreneurs-with-mike-saunders/Source: https://businessinnovatorsradio.com/interview-with-jon-bowles-founder-of-jlb-financial

Are Roth conversions good for YOU? Why - or why not? Today's AMA episode is all about that topic.  Looking for a financial planner?  → PlanWithJesse.com In this Ask Me Anything episode, Jesse answers a wide range of listener questions about Roth conversions, moving beyond the basic mechanics to explore the nuanced trade-offs that determine whether a conversion creates value or simply accelerates taxes unnecessarily. He begins by reviewing the core Roth conversion framework, explaining that the strategy works best when investors can intentionally pay taxes today at significantly lower rates than they expect to face in the future, emphasizing that tax arbitrage—not tax avoidance—is the primary objective. From there, he tackles common questions about whether Roth conversions are truly necessary, arguing that even ideal candidates often view conversions as optimization opportunities rather than make-or-break retirement decisions. He explores the merits of micro-conversions versus larger bracket-filling conversions, the concept of "neutral" Roth conversions where tax rates remain unchanged, and the non-mathematical benefits that may justify them, including reduced future RMDs, protection against the widow's tax trap, estate-planning simplicity, and greater certainty around future tax policy. Jesse also examines whether retirees should prioritize Roth assets for heirs, cautioning that aggressive conversion strategies can sometimes leave both retirees and beneficiaries worse off if the taxes paid today outweigh future savings. Additional listener questions address the timing of Roth conversions, the dangers of trying to time the market, the elimination of conversion reversals under current tax law, and the importance of factoring state income taxes into conversion decisions, particularly for retirees planning interstate moves. He concludes with a comprehensive Roth conversion checklist covering tax bracket management, break-even analysis, Social Security taxation, IRMAA surcharges, ACA healthcare subsidies, charitable giving strategies, estate planning considerations, and numerous other interactions that can dramatically alter the value of a conversion. Throughout the episode, Jesse argues that Roth conversions are neither universally beneficial nor inherently necessary, but instead represent one of many planning levers that should be evaluated carefully through the lens of taxes, timing, opportunity cost, and long-term financial goals. Key Takeaways: • Roth conversions work best when current tax rates are meaningfully lower than future tax rates. • Roth conversions are often oversold as a universal solution. The correct Roth conversion amount is sometimes zero. • Roth assets are generally more attractive to heirs than traditional IRA assets. • Social Security taxation and IRMAA surcharges can dramatically increase the effective cost of conversions. • ACA healthcare subsidies can be reduced or eliminated by Roth conversion income. • Roth conversions should be evaluated within the context of a complete financial plan rather than as a standalone strategy. Key Timestamps: (01:20) – The Basics of Roth Conversions (04:31) – When to Do a Roth Conversion (09:08) – Roth Conversions Are Oversold (10:46) – Q1: Should I Just Not Bother with Roth Conversions? (15:28) – Q2: Should I Err on the Side of Too Small a Conversion? (19:23) – Q3: What About Neutral Roth Conversions? (24:57) – Q4: Should I Leave Roth Dollars for My Heirs? (28:48) – Q5: Dollar-Cost Averaging vs. Lump-Sum Roth Conversion? (32:59) – Q6: Can You Undo Roth Conversions? (36:33) – Q7: In What State Should I Do Roth Conversions? (41:26) – Q8: How Do Roth Conversions Interact with Social Security & IRMAA? (42:53) – The Roth Conversion Checklist 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 More of The Best Interest: Check out the Best Interest Blog at https://bestinterest.blog/ Contact me at jesse@bestinterest.blog Need a financial planner?  → PlanWithJesse.com  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.

Medicare brings peace of mind to millions of retirees, but for those with higher incomes, there's an added layer of complexity called IRMAA—the Income Related Monthly Adjustment Amount. If your modified adjusted gross income (MAGI) crosses certain thresholds, you may end up paying substantially more for your Medicare Part B and Part D coverage. In this article, we break down how IRMAA works, outline common scenarios that may unexpectedly raise your premiums, and offer actionable strategies to help you avoid unnecessary costs during your retirement years.   You will want to hear this episode if you are interested in... [02:14] How IRMAA works [04:09] IRMAA income brackets and premium increases  [05:43] General strategies and limitations for avoiding IRMAA [09:49] Managing Capital Gains and Medicare costs [10:41] Understanding the possibility of unexpected large gains pushing income higher  [12:37] Impact of spouse passing on taxes [14:54] Avoiding IRMAA surcharge   What Is IRMAA, and How Does It Work? IRMAA adds a surcharge to your standard Medicare Part B and Part D premiums if your income exceeds specific limits. The calculation uses your Modified Adjusted Gross Income (MAGI) from your federal tax return for the prior two years. For example, your 2026 Medicare premium is determined by your 2024 tax return figures. This "two-year lag" means financial decisions made today could impact your healthcare costs down the line. In 2024, the standard Part B premium is $202.90 per month. However, single filers reporting over $109,000 or married couples filing jointly above $218,000 pay $284 each per month, per person. Surpassing $137,000 (single) or $274,000 (joint) pushes your premium to $405.90—more than double the baseline. Part D premiums are also subject to surcharges, ranging from $14.50 to $91 per month at the highest income levels.   Seven Scenarios That Can Trigger IRMAA—and How to Prepare While some situations are unpreventable, being aware of these common scenarios can help you make informed choices and potentially minimize your IRMAA exposure.   1. Municipal Bond Income: Not as Tax-Free as You Think Many investors favor municipal bonds for their federal tax-exempt status. Unfortunately, while this income is absent from your regular AGI, it is added back into your MAGI when calculating IRMAA. If you're relying heavily on munis in retirement, this could unexpectedly inflate your Medicare premiums. Consider alternative investments or relocating those assets into accounts or vehicles where this income is shielded, like certain annuities, after consulting with a qualified financial advisor.   2. Capital Gains on Your Home Sale When selling your primary residence, you can exclude up to $250,000 of gain if single or $500,000 if married, provided you meet the two-out-of-five-years residency rule. Gains above these thresholds are taxable and count toward your MAGI. Good record-keeping for home improvements can help increase your cost basis and reduce the taxable gain, but there aren't many strategies to avoid this spike if a large gain is unavoidable.   3. Profits from Investment Property Sales Selling an investment property can generate significant capital gains. But unique to investment real estate, the IRS allows you to defer these gains through a 1031 exchange—selling one investment property and reinvesting the proceeds into another. This move postpones the tax hit and the associated IRMAA impact, possibly indefinitely if you use the stepped-up basis at death.   4. Surprise Mutual Fund Capital Gains If you own mutual funds outside retirement accounts, unexpected capital gains distributions from within the fund (for example, after large stock sales like Apple) could spike your MAGI. To mitigate this, consider shifting from mutual funds to individual stocks, bonds, or exchange-traded funds (ETFs), which typically generate fewer surprise capital gains.   5. Roth Conversions are Great for Taxes, But Be Careful While Roth conversions can be powerful tax strategies, converting a sizable sum from a pretax IRA to a Roth IRA counts as income for IRMAA purposes. Carefully plan the size and timing of conversions to avoid pushing yourself into a higher premium bracket without realizing it.   6. The Financial Impact of Losing a Spouse Widowhood or widowerhood can be doubly difficult; not only do you suffer personal loss, but your filing status shifts to single, drastically lowering the income thresholds for IRMAA. If you expect changes in income or status, make proactive plans with your advisor to help smooth your MAGI.   7. Large, One-Time Retirement Account Withdrawals Big withdrawals from IRAs or 401(k)s—perhaps to buy a car or fund a vacation home—could catapult your income into a higher IRMAA tier. Consider spreading large purchases over several years or evaluating alternative financing options to keep retirement account withdrawals more manageable.   Small Decisions Add Up While IRMAA might not be avoidable for everyone, being strategic about income sources, withdrawals, and investment choices can reduce surprises and keep more of your retirement income where it belongs—with you. Always consult with a financial advisor familiar with your unique situation before making significant financial moves. Keep your knowledge current and your planning proactive to support a more cost-effective retirement.   Resources Mentioned   Retirement Readiness Review Subscribe to the Retire with Ryan YouTube Channel Download my entire book for FREE  2026 Medicare Part B Premium Surprises, #282 7 Ways to Lower Your Income and Avoid the IRMAA Medicare Surcharge, #142 Mistakes To Avoid During Medicare Open Enrollment with Danielle Roberts, #229      Connect With Morrissey Wealth Management  www.MorrisseyWealthManagement.com/contact   Subscribe to Retire With Ryan  

When it comes to Medicare, most people focus on coverage… but not enough attention is paid to what you'll actually pay. As Peter with Richon Planning explains to Erin Kennedy, if you're considered a "high-income beneficiary" by the Social Security Administration, you could be hit with an extra charge called IRMAA (Income-Related Monthly Adjustment Amount)… and it can significantly increase your Medicare Part B premiums. Here's what you need to know

This week on Financial Planning: Explained, host Michael Menninger, CFP®, and Nick DeVito, CFP®, continue their Social Security Survivor Benefits case study series with Part 3, focusing on three critical retirement planning strategies: IRMAA, the Rule of 72, and Roth IRA conversions. Building on the previous episodes, Mike and Nick explore how income planning, taxes, and investment decisions all work together when creating a successful retirement strategy. They break down how the Income-Related Monthly Adjustment Amount (IRMAA) can impact Medicare premiums, why proactive tax planning matters, and how retirees can potentially avoid unexpected increases in healthcare costs. The conversation also dives into the Rule of 72, a simple but powerful financial concept that helps investors understand how long it may take their money to double over time. Mike and Nick explain how this rule can provide perspective when evaluating growth, inflation, and long-term retirement planning decisions. A major focus of this episode is Roth IRA conversions and how they can be used as a tax-planning tool. They discuss when conversions may make sense, how tax brackets impact conversion decisions, and why strategically managing taxable income throughout retirement can help preserve more wealth for the future. Through this real-world financial planning case study, viewers will learn why Social Security, Medicare, investment management, and tax strategy should all be coordinated as part of a comprehensive retirement plan — especially during major life transitions like becoming a surviving spouse. Whether you're approaching retirement, managing inherited assets, navigating Medicare decisions, or looking for ways to reduce future taxes, this episode provides practical retirement planning insights to help you make more informed financial decisions. For more information on Menninger & Associates Financial Planning, visit: https://maaplanning.com

This week Roger breaks down IRMAA Medicare surcharges and why retirees should understand them without letting them dominate retirement planning decisions. He explains how the income thresholds work, common planning mistakes to avoid, and what happens if you cross into a higher premium bracket. Listener questions cover gifting strategies with adult children, Social Security claiming options for spouses, health insurance before Medicare, long-term care planning, combining finances later in life, and the tax treatment of gifts. OUTLINE OF THIS EPISODE OF THE RETIREMENT ANSWER MAN(00:00) Roger introduces IRMAA Medicare surcharges and explains why understanding them can help avoid surprises and unforced planning mistakes.RETIREMENT TOOLKIT(01:28) Roger breaks down IRMAA Medicare surcharges, explaining when they apply, why they matter, and how retirees can avoid being caught off guard by higher Medicare premiums. LISTENER QUESTIONS(15:11) John asks whether purpose-driven gifts to adult children impose the giver's values and how to balance generosity with expectations.(26:50) Joe asks how Social Security spousal benefits work when one spouse delays claiming until age 70.(31:50) Paul asks whether it's possible to wait until getting sick before enrolling in Affordable Care Act coverage.(33:41) Paul asks about using a Roth IRA as a self-funded long-term care reserve instead of purchasing long-term care insurance.(38:53) Suzanne asks for advice on combining finances in a later-life marriage between two retired widows.(45:43) Dave asks whether recipients of financial gifts owe taxes on the money they receive.SMART SPRINT(47:21) Roger's challenge this week: take a break from planning and simply enjoy life.ON THE BOOKSHELF(47:46) Kevin Lyles reviews The Stimulated Mind: Future-Proof Your Brain from Dementia and Stay Sharp at Any Age by Dr. Tommy Wood.REFERENCESlivewithroger.com — Register for Noodle Live on June 18!Submit a Question for RogerSign up for The NoodleON THE BOOKSHELFThe Stimulated Mind: Future-Proof Your Brain from Dementia and Stay Sharp at Any Age by Tommy WoodNote: The opinions expressed are for informational purposes only and should not replace personalized advice from licensed professionals.  

Financial Assessment (Meet with an experienced professional):https://bit.ly/PureFreeAssessment11 rapid-fire spitballs today from Joe Anderson, CFP®, and Big Al Clopine, CPA, on Your Money, Your Wealth® podcast number 587, on everything from Roth conversions and RMDs to whether a guy named Wayne can finally treat himself to a seventy-five-thousand-dollar Audi. Aaron in Syracuse just hit a million bucks in his 401(k) and realizes he needs a spitball on keeping his RMDs low. Do new Roth conversions restart the 5-year clock? 72-year-old Mike in Texas wants to know. Marion inherited a not-yet-five-year-old Roth, and an IRMAA problem along with it. Lu and Stephen each argue that the fellas' conversion and retirement spitball math might be misleading. Teachers Tony and his wife have pensions that cover everything, so should they even keep saving? John and Peggy need a retirement spitball, Rajesh wonders if he should pay off his mortgage or convert to Roth, and Mike in San Marcos asks about funding a Roth with pension money.Free Financial Resources in This Episode: https://bit.ly/ymyw-587 (full show notes & episode transcript)Retirement Accounts Guide - free download:https://purefinancial.com/white-papers/retirement-accounts-guide/?utm_source=captivate&utm_medium=podcast&utm_campaign=whitepaper-retirement-accounts-guide&utm_content=ymyw-pod-ep587-description-whitepaper401(k) vs. IRA vs. Equity Compensation: The Real Math - YMYW TV:https://purefinancial.com/ymyw/episodes/recipe-for-retirement-retirement-plans-explained/?utm_source=captivate&utm_medium=podcast&utm_campaign=ymyw-tv&utm_content=ymyw-pod-ep587-description-tv-s10e12Financial Blueprint (free, self-guided):https://purefinancial.com/financialblueprint/?utm_source=captivate&utm_medium=podcast&utm_campaign=financial-blueprint&utm_content=ymyw-pod-ep587-description-blueprintREQUEST your Retirement Spitball Analysis:https://bit.ly/AskJoeAndAlDOWNLOAD more free guides:https://bit.ly/PureGuidesREAD financial blogs:https://bit.ly/PureFinBlogWATCH educational videos:https://bit.ly/PureEdVideosSUBSCRIBE to the YMYW Newsletter:https://bit.ly/YMYWNewsletterConnect With Us:Subscribe on YouTube and join the conversation in the comments:https://bit.ly/YMYW-YTSubscribe or follow YMYW in your favorite podcast app:https://lnk.to/ymywLeave your honest reviews and ratings in Apple Podcasts:https://podcasts.apple.com/us/podcast/your-money-your-wealth/id312900254Chapters: 00:00 - Intro: This Week on the YMYW Podcast01:32 - $1.1 Million in My 401(k) at 56: Should I Do Roth Conversions Before RMDs Hit? (Aaron, Syracuse, NY04:51 - Can You Fund a Roth IRA With Pension Money? (Mike, San Marcos, CA)06:14 - Can You Roll an UTMA Into a 529 for Tax-Free Education Savings? (Bob the Builder, Westchester, NY)10:29 - I'm 72 With a 25-Year-Old Roth. Do New Conversions Trigger the 5-Year Clock for Roth Withdrawals? (Mike, TX)11:43 - Inherited a Roth Less Than 5 Years Old: Are the Earnings Taxable? Can IRMAA Be Avoided? (Marion)15:59 - You Ignore Future Income! How to Spitball Spending When a Pension and Social Security Are Coming (Stephen)21:02 - Are Your Roth Conversion Calculations Misleading? Why Future RMDs Need an Inflation Check (Lu)24:57 - We're Teachers With Pensions That Cover Everything. Should We Stop Saving and Fund the 529s? (Tony, NY28:23 - $4 Million and Ready to Exit the Rat Race at 61. Do the Numbers Work? (John and Peggy, San Jose, CA34:37 - $4 Million 401(k) and a 6.5% Rental Mortgage: Pay It Off or Convert to Roth? (Rajesh)38:42 - We're 62 With $1 Million. Can I Finally Buy the $75K Audi, or Should I Lease? (Wayne, Long Beach, NY)43:17 - Outro: Next Week on the YMYW Podcast

Many retirees are surprised to learn that Medicare isn't always a fixed cost. If your income exceeds certain thresholds, Medicare can charge significantly higher premiums through a little-known rule called IRMAA (Income-Related Monthly Adjustment Amount). Even more surprising, those higher costs are often based on income from two years ago rather than what you're earning today. In this episode, Jeremy Keil (Mr. Retirement) explains how IRMAA works, why Medicare uses prior-year tax returns to calculate premiums, and what retirees need to know when planning Roth conversions, managing retirement income, and preparing for required minimum distributions. He also shares real-world examples of retirees who successfully appealed their Medicare surcharges after retirement reduced their income. If you've received an IRMAA notice—or want to avoid being surprised by one in the future—this episode will help you understand your options and how Medicare costs fit into a broader retirement tax strategy. For disclosures and conflicts visit keilfp.com/disclosures.

In this final part of the Retire With Style Live Q&A, Wade Pfau and Alex Murguia answer a wide range of retirement planning questions covering annuities and life insurance surrender charges, the financial impact of losing a spouse, Roth conversions as a hedge against the "widow's tax penalty," tax-loss harvesting through direct indexing, dividend reinvestment strategies in retirement accounts versus taxable accounts, HSA withdrawal rules after age 65, and appropriate cash allocations in retirement portfolios. Throughout the discussion, they emphasize the importance of tax planning, understanding how different retirement income strategies align with personal preferences, and avoiding one-size-fits-all approaches when managing retirement assets and income. Listen now to learn more!   Takeaways Surrendering an annuity early can trigger surrender charges, while permanent life insurance policies often take many years before cash value exceeds premiums paid. The death of a spouse can create significant tax challenges because the surviving spouse typically moves from married filing jointly to single tax brackets. Roth conversions can be an effective strategy for reducing future RMD burdens and mitigating the "widow's tax penalty" for a surviving spouse. Direct indexing and tax-loss harvesting allow investors to capture losses while remaining invested, potentially creating future tax benefits and improving after-tax outcomes. Tax-loss harvesting is no longer just for ultra-high-net-worth investors, as technology has made these strategies more accessible and scalable. In IRA accounts, continuing to reinvest dividends during retirement generally remains the simplest and most efficient approach. In taxable brokerage accounts, turning off automatic dividend reinvestment can make rebalancing and distribution planning more tax-efficient. HSA funds can be used tax-free for qualified medical expenses at any age, while after age 65 non-qualified withdrawals avoid the 20% penalty but still incur income tax. Medicare Part B, Part C (Advantage), Part D premiums, and IRMAA surcharges can generally be reimbursed from an HSA, but Medigap premiums cannot. Holding 40% of a retirement portfolio in cash may be excessive when annual withdrawal needs are relatively low, and could indicate a mismatch between an investor's retirement income strategy and personal preferences.   Chapters 00:00 Tax Considerations in Asset Sales 01:57 Understanding Life Insurance and Annuities 04:03 Financial Implications of Spousal Death 06:23 Roth Conversions and Widow's Penalty 07:36 Tax Loss Harvesting Strategies 17:12 Dividend Reinvestment in Retirement Accounts 22:48 Using HSA Distributions for Medical Expenses 25:52 Cash Reserves in Retirement Planning   Links  Looking for a retirement strategy that's actually built for you? Join Alex Murguia on July 1 at 1 PM ET for a FREE Retirement Researcher webinar, Are You Sure Your Retirement Strategy Fits?, where he'll walk through the four major retirement income approaches and show how the RISA® Framework can help you identify the strategy that best aligns with your goals, preferences, and vision for retirement. Register here: retirewithstyle.com/podcast

If you earn $400,000 or more, much of the standard financial advice you encounter was written for someone with a very different set of circumstances. You can max the 401(k), buy index funds, and hold a 60/40 portfolio and still end up with a plan built almost entirely out of a single material: market-correlated growth assets. The discipline isn't the problem. The construction is. A useful way to look at your plan is to divide it into two lanes. The growth lane is everything priced by public markets — stocks, most bonds, real estate, anything subject to economic forces beyond your control. The stability lane is the part of your balance sheet whose job is to hold its value and be available on your schedule, regardless of what equities are doing. For most high earners, the stability lane is empty, and that matters more than it sounds. Sequence-of-returns risk — the order in which good and bad years arrive — can be the difference between finishing retirement with millions and running out of money, even when the average return is identical. Having two or three years of spending available from a non-correlated source means you stop selling equities into a decline, which is the only job the stability lane has to do. Taxes layer onto this in ways that get overlooked. The 3.8% Net Investment Income Tax kicks in at $250,000 of modified adjusted gross income for a married couple and hasn't moved since 2013. IRMAA — the income-related Medicare surcharge — operates as a cliff, not a ramp, with a two-year lookback that catches more high earners than you'd think. Both become easier to manage when part of your retirement income comes from sources that don't add to MAGI, such as cash value life insurance loans or certain annuity payments. The argument isn't that you should swap your portfolio for insurance products. It's that an all-growth plan has no lever to pull when these cliffs and surtaxes come into view. _______________________________ If you want to talk through whether your plan has a working stability lane — and what it would take to build one — you can schedule a 30-minute call or write us a message. No pitch, just a conversation about how the pieces fit together for your situation.

Many retirees assume they've missed their chance to take advantage of Roth conversions, but the reality is that age 65 may be one of the best times to start the conversation. Today, Nick and Eric explain how Roth conversions work and how strategic conversions may help reduce overall tax exposure. Roth conversions may not be beneficial for everyone, but every retiree deserves to explore whether this powerful strategy fits into their retirement plan. Here's what we discuss in this episode:

Chris’s Summary Jim and I continue our discussion on Forced Annuitization in a highly appreciated non-qualified variable annuity owned by a 90-year-old listener's mother. We examine LIFO taxation, IRD, IRMAA, period certain annuitization, beneficiary options, IOVAs, and the difference between a codified annuitization approach and the less certain non-qualified stretch. The distinction between a noun annuity and a verb annuity does a lot of work here. Jim’s “Pithy” Summary Chris and I pick back up with a listener's situation involving Forced Annuitization, a 90-year-old mother, and a non-qualified variable annuity with a tremendous amount of gain. This is not the insurance company being nefarious. These contracts have annuitization dates, and in an older contract, age 95 may once have seemed far away. Now it is an iceberg. The first question is still simple: what does mom want to do? From there, the insurance company's actual annuitization options matter, preferably in writing, because every policy is unique. We get into the black-and-white choices and the gray area. A life with period certain option may spread payments beyond the forced annuitization point if the insurer allows it. If death occurs before annuitization, a non-spouse beneficiary generally faces two cleaner choices: annuitize within one year based on actuarially sound life expectancy, or use the five-year rule. Then we look at investment-only variable annuities, where the insurance company may provide the annuity wrapper, the assets remain in separate accounts, and one company Jim contacted allows new contracts up to age 95 with forced annuitization pushed out to age 121. The gray area is the non-qualified stretch. Jim explains why he has softened, but not flipped, on it. The SECURE Act changed Section 401, not Section 72(s), and that matters. Still, the comfort level depends on PLRs, insurance company practice, and how much uncertainty someone is willing to tolerate. One path is the verb annuity: give up access and control in exchange for a lifetime stream of income. The other keeps the noun annuity alive, with more flexibility, but less certainty. Same problem, very different wrappers. The post Forced Annuitization: EDU #2624 appeared first on The Retirement and IRA Show.

Federal retirement planning at 60: if you're a year or two from retiring from federal service with a FERS pension, Social Security, and about $1M saved in your TSP, here are 5 decisions to make before you retire — so you stop asking "Am I okay?" and start building the retirement you actually want.This covers income order, TSP taxes and RMDs, Roth conversions, FEHB and Medicare timing, and IRMAA — gaps many federal employees miss before retiring.Apply for a Retirement Consultation: https://perspectivefunnel.co/682642d22275ec003bfa6626/691df07396253e003c42b434/?ps_hello=THE 5 DECISIONSYour numbers look fine — but you still don't feel okay. That's the gap we're closing.1) Income order — You've got three engines: your FERS pension, Social Security, and TSP. The pension turns on the day you retire. Social Security has a filing window from 62 to 70 — thousands of dollars a month for life. TSP is the lever you control. The real question: which do you draw from first, and which do you let grow?2) Taxes & RMDs — Required minimum distributions start between age 73 and 75 (depending on your birth year) from your Traditional TSP, IRA, and 401(k). They land on top of your pension and Social Security, which can push you into a higher bracket in retirement. The years before then are your Roth conversion / sequencing window. And IRMAA is a real Medicare surcharge that hits about two years later.3) Healthcare — FEHB is gold and stays with you in retirement. Medicare enters at 65: do you take Part B, skip it, or coordinate with FEHB? Miss the enrollment window and there's a late-enrollment penalty. Decide before the deadline, not after.4) Investments — You're shifting from accumulation to distribution. The portfolio that got you here often isn't the one that should carry you through retirement. Rethink risk and your TSP fund mix so a bad market doesn't force you to sell at the wrong time.5) Purpose — Plan what you're retiring TO, not just what you're retiring from. We've seen federal employees retire with $1M and go back to work in six months — no Monday-morning plan. Money is half the equation; structure, identity, and what's on your calendar are the other half.WHAT TO DO THIS MONTH: Lock your exact retirement date. Run three tax pictures (year one, when Social Security starts, when TSP/IRA withdrawals begin — and how much to withhold). Map your income order. Make the FEHB + Medicare call early. Write down your first 90 days on a calendar, not a spreadsheet. Do it intentionally, not perfectly.CHAPTERS0:00 Age 60, a Federal Pension, and $1M Saved — What Comes Next?0:27 Your Numbers Look Fine but Still Feel Unclear0:38 Decision 1 — Your Federal Retirement Income Order (Pension, SS, TSP)1:46 Decision 2 — TSP Taxes, RMDs, Roth Conversions & IRMAA2:46 Decision 3 — FEHB, Medicare Part B & Healthcare Timing3:34 Decision 4 — Shifting From Accumulation to Distribution5:38 Decision 5 — Planning What You're Retiring To6:19 What to Do This Month Before You Retire6:42 Apply for a Federal Retirement ConsultationMORE RESOURCESFederal Retirement Guidebook: https://cdfinancial.org/being-a-federal-employee-book/Take the Checklist Challenge: https://cdfinancial.org/checklist-challenge/Weekly Federal Retirement Planning Newsletter: https://cdfinancial.com/newsletterOPM Retirement Center: https://www.opm.gov/retirement-center/OPM FERS Information: https://www.opm.gov/retirement-center/fers-information/Social Security Full Retirement Age: https://www.ssa.gov/retirement/full-retirement-ageMedicare Late Enrollment Penalties: https://www.medicare.gov/basics/costs/medicare-costs/avoid-penaltiesWHO WE ARECD Financial helps federal employees and retirees make smarter retirement decisions around FERS, TSP, FEHB, Medicare, survivor benefits, and retirement income planning. Our mission: help federal employees retire with more clarity, confidence, and peace of mind. Subscribe for practical federal retirement planning content designed to help you understand your benefits, avoid common planning gaps, and prepare for your next chapter.DISCLAIMERThis video is for educational purposes only and is not financial, legal, tax, healthcare, or investment advice. Federal retirement decisions depend on your individual service history, agency records, health coverage, survivor needs, income goals, and personal circumstances. Always consult qualified professionals and review official OPM guidance before making retirement elections.Advisory services are offered through CD Financial LLC dba CD Financial, an Investment Adviser in the State of California. Insurance products and services are offered through CD Financial & Insurance Services LLC, an affiliated company. Opinions expressed are solely those of CD Financial. Information herein is derived from sources believed to be reliable but is not guaranteed as to accuracy or completeness.#FederalRetirement #FERSRetirement #FederalEmployees #RetirementPlanningSupport the show

Summary Most people know Medicare costs money in retirement, but few understand how much their income level affects what they actually pay. In this episode, Wade Borth unpacks IRMAA, the income-related surcharge that can quietly add $162 to $650 or more per month to your Medicare premiums, depending on what you earn. Wade walks through who gets hit, what counts as income in the calculation (including surprises like municipal bond interest and Social Security), and how a single dollar over the threshold can cost you hundreds of thousands of dollars over time. He also explains how properly structured whole life insurance creates an income stream that falls outside the IRMAA calculation, giving retirees a meaningful planning advantage. Key Takeaways IRMAA can add hundreds of dollars per month to Medicare premiums, and a single dollar over the income threshold triggers the full surcharge with no gradual phase-in. Every dollar of the surcharge has a compounding cost. That extra $162 per month, grown at 4% over 20 years, is worth nearly $60,000 in real wealth. Income sources many people overlook in the IRMAA calculation include capital gains, Social Security income, municipal bond interest, rental income, and Roth conversions. IRMAA looks back two years, so a one-time income spike follows you into retirement longer than most people expect. Properly structured whole life insurance, when funded correctly, provides an income stream through policy loans that does not count toward the IRMAA calculation, giving retirees real choices when managing retirement income. Links and Resources Sage Wealth Strategy: sagewealthstrategy.com Keywords IRMAA, Medicare premiums, income-related monthly adjustment amount, retirement planning, Medicare Part B, Medicare Part D, retirement income, whole life insurance, infinite banking concept, IBC, policy loans, capital gains in retirement, Roth IRA withdrawals, 401k withdrawals, Medicare surcharge, retirement mistakes, Wade Borth, Sage Wealth Strategy, wealth erosion retirement, family banking Episode Highlights [00:00:00 - 00:01:32] Wade opens with a lunch conversation where a friend approaching retirement had no idea how IRMAA would affect his Medicare costs. [00:05:15 - 00:08:17] Wade explains the $218,000 joint income threshold and how IRMAA brackets step up in full increments, not gradually. [00:08:18 - 00:09:21] One dollar over the threshold adds $162 per month to a couple's Medicare premium, a 40 percent increase with no phase-in. [00:09:22 - 00:12:24] At a 4 percent growth rate, that extra $162 per month is worth $60,000 over 20 years. At the top bracket, the 20-year cost reaches $238,000. [00:12:25 - 00:17:03] Wade walks through every income source factored into the IRMAA calculation, including capital gains, Social Security, municipal bond interest, and Roth conversions. [00:17:04 - 00:19:35] HSA distributions and Roth IRA withdrawals do not count toward IRMAA, creating real planning flexibility for retirees who hold these assets. [00:19:36 - 00:23:46] Properly structured whole life insurance policy loans fall outside the IRMAA calculation, giving retirees an income source they can draw from without triggering the surcharge.

Ten straight up weeks, then a sharp pullback — and if you're two to five years on either side of retirement, the fear is real. This is the Retirement Red Zone: the last mile into and out of your retirement date, and the most fragile window in your entire financial life.This week on Money On Tap, Ben Brayshaw and Dan Michelon turn last week's market-history conversation into a practical playbook for anyone near retirement: how to avoid the paralysis that wrecked so many retirements in 2008–2009, and what to actually do right now.What you'll learn:Why a 35-year-old and a 65-year-old should do the opposite thing in a pullbackThe accumulation-to-distribution switch most people don't know existsWhat history says: after 40 sharp selloffs since 1980, markets were higher 75% of the time a year laterSequence-of-returns risk — why the first five years decide everythingBuilding a 1–3 year retirement runway with ~4% cash and T-billsRebalancing a 60/40 that drifted to 75/25Diversifying away from a top-10 that's now 40% of the S&P (8 of them tech)Buffered ETFs — a 20% buffer with a 12–15% cap, explainedFoundational income, annuities, and the tax-aware withdrawal piece most firms skipPlus Money In The News:Consumer prices rose 4.2% annually in May — the highest in three years (CNBC, Jeff Cox)Elon Musk poised to become the first trillionaire — and just how much a trillion dollars really isA top JP Morgan strategist's four ways to prep your portfolio for “considerable danger” (David Kelly)Mentioned on air: Our short sequence-of-returns risk video — watch it at brayshawfinancial.com.Read the companion blog: brayshawfinancial.com/blogSchedule a free consultation: app.greminders.com/t/9f3ce72e/initialconsultaFull Money On Tap episode library: brayshawfinancial.com/money-on-tapContact UsPhone: 855-226-8551Email: info@yourmoneyontap.comOffice: 116 South River Road, Bedford, NH 03110Web: brayshawfinancial.comWhat is the retirement red zone, and why does it matter? The retirement red zone is the roughly ten-year window covering the five years before and the five years after your retirement date. It matters more than almost any other period because of sequence-of-returns risk: a major market downturn while you're beginning to withdraw income can permanently damage the plan, even if the market later recovers. Two people who invest identically but retire a few years apart can end up with opposite outcomes based solely on timing. Navigating the red zone means shifting from maximizing gains to mitigating losses — stress-testing the plan, building a cash runway, rebalancing, diversifying, and adding guardrails like buffered ETFs and guaranteed income.

June is Men's Health Month, but today is Mostly Medicare (and maybe Morgan Freeman). Doctor Mark and Larry talk about bucket lists and what's beyond! Where are the behavioral trends heading? Why is there so much anxiety? And just in case you don't have enough anxiety, we'll get in-depth about how Medicare premiums work with lots of gruesome details from Social Security! It's another informative and entertaining look at the world behind health care now! And watch your pockets, IRMAA's back in town!See omnystudio.com/listener for privacy information.

June is Men's Health Month, but today is Mostly Medicare (and maybe Morgan Freeman). Doctor Mark and Larry talk about bucket lists and what's beyond! Where are the behavioral trends heading? Why is there so much anxiety? And just in case you don't have enough anxiety, we'll get in-depth about how Medicare premiums work with lots of gruesome details from Social Security! It's another informative and entertaining look at the world behind health care now! And watch your pockets, IRMAA's back in town!See omnystudio.com/listener for privacy information.

Retirement confidence is at its lowest level since 2017, and the twist is that many people are doing “fine” on paper. So why are folks hesitant to stop working? I walk through what I see after helping hundreds of retirees: Confidence is not built by a bigger portfolio. It is built by a clear plan you can follow when inflation spikes, the market drops, or health care costs surprise you.We start with the data behind the 2026 Retirement Confidence Survey and the real drivers of anxiety: Inflation, rising medical costs, Social Security and Medicare uncertainty, market volatility, and the fear of outliving your money. Then I break down the five building blocks of retirement confidence: Reliable income, cash reserves (including the five-year “war chest” to manage sequence of returns risk), a retirement tax strategy that considers RMDs, Social Security taxation, and IRMAA, thoughtful health care and long-term care planning, and most importantly a written retirement plan that ties it all together.

Apply for a Retirement Consultation:https://perspectivefunnel.co/682642d22275ec003bfa6626/691df07396253e003c42b434/?ps_hello=%20Get the Digital Federal Retirement Guidebook:https://cdfinancial.org/being-a-federal-employee-in-the-era-of-trump-book/Take the Checklist Challenge:https://cdfinancial.org/checklist-challenge/Subscribe for Weekly Federal Retirement Planning Content:https://cdfinancial.com/newsletterYou're 60, you have a federal pension and $1M saved — so why doesn't it feel like enough? The answer is 5 unmade decisions, not more dollars.If you are within a year or two of leaving federal service with a FERS pension and a healthy TSP balance, this is the time to stop asking "Am I okay?" and start asking "Have I decided?" In this video, Charles and Marcus break down the 5 Decisions Framework federal employees should work through before finalizing retirement: income order, taxes and RMDs, healthcare, investments, and purpose.Whether you are trying to decide when to file for Social Security, how to manage the tax window before RMDs begin at 73, or how FEHB and Medicare Part B fit together, this episode walks through the planning areas many federal employees overlook — including the two decisions that have nothing to do with a spreadsheet.━━━━━━━━━━━━━━━FEDERAL RETIREMENT RESOURCES━━━━━━━━━━━━━━━OPM Retirement Center:https://www.opm.gov/retirement-center/Social Security Delayed Retirement Credits:https://www.ssa.gov/benefits/retirement/planner/delayret.html━━━━━━━━━━━━━━━TIMESTAMPS━━━━━━━━━━━━━━━0:00 Age 60 With a Federal Pension and $1M — Am I Okay?2:00 Why "Am I Okay?" Is the Wrong Question3:00 Decision 1: Income Order — Pension, Social Security, or TSP First?5:30 Decision 2: Taxes & RMDs — The Age 73 Cliff and Your Tax Window7:30 Decision 3: Healthcare — FEHB + Medicare Part B9:30 The Two Decisions That Aren't About Money10:00 Decision 4: Investments — From Accumulation to Distribution12:00 Decision 5: Purpose — The Tuesday at 10 AM Test14:00 What to Do This Month If Retirement Is Approaching16:30 "Have I Decided?" — The Real Question18:30 How to Get Answers for Your Specific Situation━━━━━━━━━━━━━━━WHO WE ARE━━━━━━━━━━━━━━━CD Financial helps federal employees and retirees make smarter retirement decisions around FERS, TSP, FEHB, Medicare, survivor benefits, retirement income planning, and health-focused financial strategies.Our mission is simple:Help federal employees retire with more clarity, confidence, and peace of mind.Subscribe for practical federal retirement planning content designed to help you better understand your benefits, avoid common planning gaps, and prepare for your next chapter with confidence.━━━━━━━━━━━━━━━IMPORTANT DISCLAIMER━━━━━━━━━━━━━━━Advisory services are offered through CD Financial LLC dba CD Financial, an Investment Advisor in the State of California. Insurance products and services are offered through CD Financial & Insurance Services LLC, an affiliated company.This video is for educational purposes only and should not be considered financial, legal, tax, healthcare, or investment advice. Federal retirement decisions depend on your individual service history, agency records, health coverage, survivor needs, retirement income goals, and personal circumstances. Always consult qualified professionals and review official OPM guidance before making retirement elections.Opinions expressed herein are solely those of CD Financial and our editorial staff. The information contained in this material has been derived from sources believed to be reliable but is not guaranteed as to accuracy or completeness and does not purport to be a complete analysis of the materials discussed. All information and ideas should be discussed in detail with your individual adviser prior to implementation.retire at 60 federal employee, federal pension and TSP retirement, FERS retirement at 60, can I retire with 1 million and a pension, TSP withdrawal strategy, when to take Social Security federal employee, RMD age 73, Roth conversion before RMDs, FEHB and Medicare Part B, IRMAA surcharge, sequence of returns risk, retirement income order, federal retirement planning#federalretirement #FERS #retirement #TSP #federalemployees #retirementsavings #governmentemployee #RetireAt60 #FederalPension #CDFinancialSupport the show

Losing a spouse is one of life's most difficult experiences, emotionally and financially. Many retirees are surprised to learn that widowhood can also create significant tax and retirement-planning challenges that may affect income, Medicare premiums, estate plans, and long-term financial security.  In this episode, Larry Heller, CFP®, CDFA®, explains why the loss of a spouse can create unexpected financial challenges for retirees, including higher taxes, rising Medicare premiums, and changes to retirement income. He discusses how required minimum distributions, Social Security survivor benefits, and IRMAA thresholds can affect a surviving spouse's long-term financial picture. Larry also shares proactive planning strategies couples can consider before widowhood, including Roth conversions, tax-bracket management, beneficiary reviews, and estate planning updates. Through real-life examples, he highlights how thoughtful preparation can help surviving spouses avoid costly mistakes and navigate a difficult transition with greater confidence and clarity. What to expect: Why surviving spouses often face higher taxes after the loss of a spouse How the widow and widower tax penalty impacts retirement income The effect of IRMAA and rising Medicare premiums for single filers How required minimum distributions can create larger future tax burdens And more! Connect with Larry Heller:  (631) 248-3600 Schedule a 20-Minute Call Heller Wealth Management LinkedIn: Larry Heller, CFP®, CDFA®, CPA YouTube: Retirement Unlocked with Larry Heller, CFP® Heller Wealth Management is now part of Savant Wealth Management. Savant is a Registered Investment Advisor. This content is provided for informational and educational purposes only and should not be construed as personalized investment advice. Effective March 31, 2026, Heller Wealth Management joined Savant Wealth Management (“Savant”). A copy of Savant's current written disclosure Brochure discussing our advisory services and fees is available at www.savantwealth.com/disclosure-brochures/

Turning 65 opens a new season of life—and with it comes some of the most important financial and healthcare decisions you'll ever make. In this episode of Finishing Well, Certified Financial Planner Hans Scheil and co-host Robbie Dilmore continue their Financial Plan Series by exploring Medicare, IRMAA (Income-Related Monthly Adjustment Amount), and how these choices fit into a comprehensive retirement strategy. Hans walks through the key Medicare decisions every retiree faces, including the differences between Original Medicare and Medicare Advantage plans, the importance of Medicare Supplement coverage, and why your initial enrollment period can create opportunities that may never come again. Using the real-life financial planning case of Tom and Susan, listeners will learn how Medicare decisions affect healthcare costs, retirement income planning, tax strategies, and long-term financial security. The discussion also covers Medicare Part D prescription drug plans, common enrollment mistakes, and strategies for managing or potentially reducing costly IRMAA surcharges. Through personal experiences and practical examples, Hans and Robbie highlight how choosing the right Medicare coverage can protect both your health and your retirement savings. Whether you're approaching age 65, already enrolled in Medicare, or helping a loved one navigate retirement healthcare decisions, this episode provides valuable insights to help you make informed choices and avoid costly mistakes. Topics Covered: Original Medicare vs. Medicare Advantage Medicare Supplement (Plan G) coverage Open enrollment opportunities and deadlines Medicare Part D prescription drug plans Understanding IRMAA and Medicare premiums Healthcare planning as part of a complete retirement strategy Real-world retirement planning case study Learn how thoughtful Medicare planning can help you finish well in retirement.

Last week, we covered why Roth conversions can beso powerful in retirement planning.This week, we're talking about what can go wrong.In this episode, I walk through 12 real-world hurdles and“landmines” that can shrink — or completely eliminate — your Roth conversion window. These are the exact issues I see with retirees and pre-retirees whohave built substantial wealth in traditional IRAs, 401(k)s, and other tax-deferred accounts.We cover:Social Security timing Pension income Spousal employment Selling a business Deferred compensation plans IRMAA surcharges ACA premium tax credits Inherited IRAs and the 10-yearrule Tax-inefficient investments The new senior bonus deduction And more.If you're planning for retirement and want to minimizelifetime taxes while maximizing flexibility, this episode will help you avoid some very costly mistakes.I hope you find it helpful.-Kevin⁠Are you interested in working with me 1 on 1?⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Click this link to fill out our Retirement Readiness Questionnaire⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Or,⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠visit my website⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⛳ PFR Nation (Who This Is For)If you're over 50, have saved seven figures (or multipleseven figures), love golf and travel, and you want to make work optional whileminimizing taxes… welcome to the right place.***This is for general education purposes only and shouldnot be considered as tax, legal or investment advice.

Most DIY investors spend their energy optimizing investments. The wealthiest investors optimize systems. According to Vanguard, a great advisor can add roughly 3% to your portfolio -- not by picking better stocks, but by keeping you from wrecking what you already have and by making the boring structural decisions most people skip. Joe and OG walk through the return boosters that actually move the needle, none of which involve a single exotic investment. OG and Anna follow up with the retirement withdrawal sequence that turns a good tax strategy into a great one.What You'll Walk Away WithWhy staying invested is the single highest-return move available to most investors -- and the Wall Street Journal archive experiment that proves it better than any chartHow news addiction creates the three portfolio killers: panic selling, market timing, and the constant feeling that today is the day to make a moveWhy your investment policy statement is a shock absorber between your emotions and your account -- and why advisors often beat DIY investors not by picking better funds but by being harder to reach on bad daysAsset location: the quiet return booster that moves money into the right tax shelter without changing a single investmentWhy tax loss harvesting is widely marketed to the wrong people -- and who actually has a strong use case for itSocial Security timing as a portfolio decision: why "I don't have to decide today" is sometimes the most financially sophisticated answer availableThe sequence of return risk trap that turns retirement into a constant anxiety loop -- and the simple margin of safety that makes it irrelevantThe lightning round: concentrated stock, leverage, crypto yield products, options trading, rebalancing, and tax efficiency -- return or trouble?OG and Anna on the distribution ladder: how to sequence withdrawals from pre-tax, brokerage, and Roth accounts to minimize taxes in retirementWhat IRMAA is, why it shows up two years after the decision that caused it, and why Roth conversions need to happen in November -- not MarchWhy This Matters NowIf you've been dollar-cost averaging into index funds and calling it a day, this episode is the next conversation. The gap between a well-built system and a random pile of investments isn't measured in which funds you chose -- it's measured in taxes paid, sequence of returns survived, and whether you had a plan when everything felt uncertain.From the BasementJoe and OG dig into the return boosters that have nothing to do with picking better investments -- recorded while OG is already inside Hollywood Studios at 4 AM trying to figure out the Lightning Lane math. OG and Anna deliver episode four of their financial basics series with a full walkthrough of tax-efficient withdrawal sequencing, including the IRMAA trap, Roth conversion timing, and why the tax triangle you built in season one is the whole point. Doug arrives with Studebaker trivia. The community delivers an anonymous car buying post that may be the most actionable 200 words the basement has produced all year. And the Stacking Benjamins Inner Circle scam gets called out by name.Resources MentionedStacking Benjamins Scorecard -- stackingbenjamins.com/scorecard; free tool to evaluate your current financial positionStacking Benjamins Basics Guide -- season one and season two workbooks free at stackingbenjamins.com/basicsguideStock Market Maestros episode -- linked at stackingbenjamins.com; on the habits of the world's best investorsStacking Benjamins YouTube channel -- youtube.com/stackingbenjamins; full OG and Anna basics seriesStacking Benjamins Vault -- stackingbenjamins.com/vaultStacking Benjamins Newsletter (The 201) -- stackingbenjamins.com/201Stacking Benjamins Community (The Basement) -- stackingbenjamins.com/basementStacking Benjamins Meetups (BAD Groups) -- stackingbenjamins.com/BADSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

If you're approaching retirement with a large 401(k) or IRA balance, this episode could save you and your beneficiaries hundreds of thousands in future taxes.In this episode I'll break down 7 strategic reasons to consider Roth conversions and explain when Roth conversions actually make sense for retirees and pre-retirees.Too many financial “gurus” push Roth conversions as a one-size-fits-all strategy. In reality, timing matters. Tax brackets matter. Medicare premiums matter. Legacy planning matters.You'll learn:✔️ How Roth conversions can reduce future RMDs (Required Minimum Distributions)✔️ Why retirees get trapped by large IRA balances later in life✔️ The hidden “widow penalty” surviving spouses face✔️ How Roth IRAs can create tax-free retirement income flexibility✔️ Why the SECURE Act changed inherited IRA planning forever✔️ How Roth conversions may protect your children from massive tax bills✔️ The best Roth conversion window for retirees ages 55–75✔️ When NOT to do Roth conversions✔️ How market downturns can create Roth conversion opportunities✔️ The impact Roth conversions can have on IRMAA, Social Security taxation, ACA subsidies, and Medicare premiumsWhether you have $1M, $3M, or more saved for retirement, understanding Roth conversion planning could dramatically improve your retirement income strategy and long-term tax efficiency.

Retirement planning extends well beyond simply saving enough during your working years—it plays out with every decision you make once you stop working. One crucial, sometimes overlooked, aspect is managing Required Minimum Distributions (RMDs) from your retirement accounts. If you have a retirement account approaching your RMD age, this episode breaks down the essential rules based on your birth year, how to calculate your distribution using the IRS tables, and key tax implications to keep in mind. You'll also get actionable tips to help minimize your future RMDs, from optimizing your income plan and leveraging Roth conversions to using qualified charitable distributions.    You will want to hear this episode if you are interested in... [00:00] RMD rules and calculations [05:10] RMDs and distribution timing [09:03] Retirement accounts and RMD rules [14:22] Tax strategies for retirement planning [17:00] Common RMD mistakes and solutions [19:21] Proper charitable distribution process   What Are Required Minimum Distributions (RMDs)? RMDs are the minimum amounts you must withdraw annually from certain retirement accounts starting at a specific age, as mandated by the IRS. These distributions apply to traditional IRAs, rollover IRAs, SIMPLE IRAs, SEP IRAs, 401(k)s, 403(b)s, 457 plans, and profit-sharing plans. Importantly, Roth IRAs and Roth 401(k)s are exempt from RMDs, and regular taxable investment accounts are not impacted.   The required age for beginning RMDs now depends on your birth year: If you were born between January 1, 1951, and December 31, 1959, RMDs start at age 73. If born on January 1, 1960, or later, RMDs begin at age 75. Tax Implications of RMDs RMDs are taxed as ordinary income. If you're not careful, withdrawals can bump you into a higher tax bracket, increase how much of your Social Security is taxable, or trigger additional Medicare Part B and Part D premiums due to IRMAA. Failing to withdraw the required amount carries a steep penalty—25%, reduced to 10% if corrected within two years.   Strategies to Lower Your RMDs Don't put all your savings in pre-tax accounts. Split between traditional and Roth accounts or invest some in taxable brokerage accounts, which aren't subject to RMDs. It can be useful to collaborate with a financial advisor to create a withdrawal strategy that minimizes taxes by pulling funds strategically from different account types. You can also convert portions of your pre-tax accounts to Roth IRAs in years when your income (and tax bracket) is lower, helping "fill the bucket" at the lowest rates. If you retire early, delaying Social Security until age 70 increases your benefit and can create years of low taxable income—perfect for executing Roth conversions. If you're 70½ or older, you can also donate up to $100,000 per year directly from your IRA to a qualified charity. These gifts count toward your RMD but are excluded from taxable income.   Enjoying a Comfortable Retirement Navigating RMDs isn't just about following IRS rules—it's an ongoing strategy to keep your taxes low and your retirement income steady. By understanding your obligations and using the available tools, you can maximize your retirement savings and create a more secure future. Resources Mentioned Retirement Readiness Review Subscribe to the Retire with Ryan YouTube Channel Download my entire book for FREE    Connect With Morrissey Wealth Management  www.MorrisseyWealthManagement.com/contact Subscribe to Retire With Ryan  

Jim and Chris discuss listener emails on Social Security spousal benefits, portfolio withdrawal strategy for early retirement, HSA and Medicare premiums, the 4% rule, Roth self-employed 401(k)s, Roth conversions, and retirement trusts. (10:45) A listener asks whether her husband claiming Social Security on his own record before she files at 70, including as early as 62, would reduce his eventual spousal benefit, and in what circumstances an earlier filing might make sense for them. (20:45) She also asks how to structure her portfolio to cover a seven-year income gap before Social Security begins and fund a potential home purchase at retirement. (46:15) George and Georgette want to know which Medicare-related costs – IRMAA surcharges, Part D, and supplemental insurance – qualify for HSA reimbursement, and whether they can apply HSA funds retroactively to prior-year premiums. (54:30) The guys address the idea that money reimbursed from an HSA isn’t restricted to medical use, so saving receipts over the years can turn an HSA into a source of tax-free cash for virtually any expense. (1:01:15) A listener compares the 4% rule to Newton’s laws of motion – foundational but not the final word – and describing how he’s combining that framework with their retirement income approach for his own long-range planning. (1:08:30) Jim and Chris share a listener’s PSA that Fidelity began offering a Roth self-employed 401(k) in 2025, in response to a question from a recent episode. (1:11:30) One listener pushes back on the idea that Roth conversions only make sense at a lower tax bracket, walking through a math example to show that tax-free compounding can make converting at the same — or even a higher — bracket financially worthwhile. (1:17:45) George has structured his IRA with a testamentary trust for a financially irresponsible adult child and asks whether a “retirement trust”, could allow the trust to receive IRA assets without the compressed tax rates that typically apply to trusts. The post Social Security, Withdrawal Strategy, HSAs, 4% Rule, Roths, Retirement Trust: Q&A #2621 appeared first on The Retirement and IRA Show.

David McKnight unpacks the five most common objections to Roth conversions and why they simply don't hold up under scrutiny.  The first objection has to do with people not wanting to voluntarily pay taxes before the IRS requires them to. While on the surface, postponing this may sound logical, it ignores a fundamental aspect: the state of the U.S. national debt. It has just passed $39 trillion, and it's slated to grow by $2 trillion per year for the next 10 years, and $3 trillion after that. In other words, interest on the national debt is becoming one of the largest line items in the federal budget.  That means that by refusing to pay taxes today, you're making an insanely risky bet that taxes in the future will be lower than they are right now. All, while your IRA keeps growing and compounding over time. Thus, 10 years from now, not only could tax rates be higher, but your required minimum distributions could be dramatically larger. The second most common objection to Roth conversions revolves around people saying, "If I do Roth conversions, that additional income will force me to pay increasingly higher levels of IRMAA or cause my Social Security to be taxed." David points out that Roth conversions do increase your taxable income, which can trigger those additional expenses during the conversion period.  However, while it's true that you'll pay IRMAA and Social Security taxation in the short term, you'll get rid of those additional expenses for the rest of your life once your conversion period is over. Objection #3 is "There's too much opportunity cost, I won't have time to make up for the taxes I paid".  David explains that, despite sounding sophisticated, this objection is based on a flawed premise. Your IRA is a "business partnership" with the IRS – and every year they get to vote on what percentage of your profits they get to keep. So, when you do a Roth conversion, you're not losing money. You're simply buying out your "silent business partner" at today's historically low tax rates. David highlights that, if taxes double in the future, you'll be glad you bought them out while taxes were still on sale. The fourth objection – "In retirement, I'll be in a lower tax bracket" – is actually one of the most dangerous assumptions in all of retirement planning. People assume that when they retire, their taxes automatically go down. For many Americans, the exact opposite happens, though. Once required minimum distributions kick in, they can force huge amounts of taxable income onto your tax returns. David touches upon an additional issue almost nobody talks about: the so-called widow's penalty. The fifth objection to Roth conversions revolves around the question, "Won't the federal government tax Roth IRAs sometime down the road?" People don't realize that the government loves Roth IRAs because they generate tax revenue today – unlike traditional IRAs, which delay tax revenue. That's why, every time Congress needs money, they tend to pass legislation that makes Roth accounts even more attractive. Remember: Roth conversions are about taking advantage of the tax sale of a lifetime before catastrophic levels of debt force tax rates higher.     Mentioned in this episode: David's new book: 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

Jim and Chris discuss listener emails on the SSA-44 and IRMAA process for a couple approaching Medicare, Social Security survivor benefit strategy, tax diversification for young investors, HSA vs. IRA prioritization and spending strategy during the delay period, and inherited IRA RMD rules for non-eligible beneficiaries. (15:30) A listener approaching Medicare asks how the SSA-44 process applies when one spouse is retiring while the other continues to work, and whether their planned Roth conversions could complicate the IRMAA appeal filing. (33:15) Georgette wonders whether she can start her own Social Security at 67, switch to a lower survivor benefit if her husband passes, and then return to her own larger benefit at 70. (41:00) The guys hear from a parent helping his adult children decide whether to convert their traditional IRAs to Roth IRAs or preserve a mix of account types for tax diversification in retirement. (57:45) Jim and Chris address two questions: (1) whether HSA contributions should be prioritized over IRA contributions for retirement savings, and (2) how to bridge a cash flow gap when brokerage funds run out during the delay period without undermining ongoing Roth conversions. (1:26:15) A listener asks whether a non-eligible beneficiary who inherits a traditional IRA before the decedent’s required beginning date must still take RMDs, given that the decedent had already taken one RMD in the year they turned 73. The post IRMAA, Social Security, Tax Diversification, Delay Period, Inherited IRA: Q&A #2620 appeared first on The Retirement and IRA Show.

Andy and Brad Flood from Tenon Financial share their thoughts on a handful of current events and "hot topics" relating to retirement planning. Specifically, they talk about:Portfolio withdrawal strategies for addressing sequence of returns risk ( 10:44 )Using financial planning software and dealing with its limitations ( 26:25 )Thoughts on Medicare surcharges known as IRMAA, and how much they should be factored into tax planning ( 40:25 )Dealing with legacy investments in client's accounts when clients want to streamline and simplify their holdings, but also want or need to continue to hold some existing positions of theirs ( 46:14 )Balancing optimization and simplicity in financial planning; when is "good enough," enough? ( 58:29 )When in the year to take distributions from Required Minimum Distributions ("RMDs") ( 1:12:19 )A summary of our processes and semiannual meetings at Tenon Financial ( 1:19:02 )Links in this episode:Tenon Financial's website summarizing services and fees - https://tenonfinancial.com/services-and-feesTo 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

Jim and Chris discuss listener emails on IRMAA appeals, Social Security survivor benefits, a Venn Diagram PSA, Roth IRA spousal rollover and the five-year rule, and Rollover IRA protections. (8:15) A listener asks whether their parents should appeal an IRMAA surcharge—triggered by a one-time annuity payout—on the basis of loss of pension income. (17:15) George asks how a serious health diagnosis may affect his Social Security strategy, including whether his wife should claim on her own record now and delay survivor benefits until he would have reached age 70. (35:30) A listener shares a Venn Diagram PSA 38:15) The guys hear from someone who used spousal rights to roll his late wife’s Roth 401k into his own Roth IRA, and wants to know whether doing so reset the five-year clock on her previously qualified funds. (54:00) Jim and Chris address whether the ERISA protections of 401k and 403b plans are reason enough to avoid rolling them into IRAs, and whether an umbrella insurance could offer additional Rollover IRA protections. The post IRMAA, Social Security, Roth 5-Year Rule, Rollover IRA Protections: Q&A #2619 appeared first on The Retirement and IRA Show.

What does it actually feel like to be on the cusp of retirement and wonder if you're doing it right? This week, Jean sits down with two listeners, Nancy and Melissa, who are both asking the same underlying question: How do I make sure I don't run out of money in retirement, while still actually enjoying my life? First, Jean talks with Nancy, 68, a soon-to-be retired nurse with $850K saved, a pension, and Social Security on the way. Nancy wants to renovate her bathrooms before she stops working, but she's torn between using her HELOC or tapping her nest egg.  Then Jean hears from Melissa, 53, who, along with her husband, has $1.2M+ saved across tax-deferred, Roth, brokerage, and treasury accounts, and wonders if she's taking on too much risk. Jean helps her zoom out, look at the full financial picture, and think through what a bucket strategy or annuity could mean for her peace of mind. In this episode: HELOC vs. refinance vs. pulling from savings; how to think through home improvement financing in retirement The 4% rule and when it makes sense to use it RMDs, IRMAA penalties, and why timing your withdrawals matters more than you think What 72% stocks actually look like when you account for your entire net worth Why hybrid long-term care policies might be worth a look How guaranteed income can actually free you to invest more aggressively with the rest Learn more about your ad choices. Visit megaphone.fm/adchoices