Retirement Revealed

Jeremy Keil examines how tax law changes might affect Roth conversion strategies for retirees in 2026. A few years ago, Roth conversions felt like one of those rare financial strategies that was almost too obvious to ignore. Taxes were historically low. The Tax Cuts and Jobs Act had put a clear expiration date on those lower brackets. And for many retirees, the logic seemed airtight: pay taxes now at a lower rate so you don’t pay more later. Fast forward to today, and that certainty just isn’t the same. With new tax legislation making today’s lower tax brackets permanent—at least for now—many retirees are asking a very different question: Are Roth conversions still worth it in 2026 and beyond? The short answer is yes. But not for the reasons many people think. The real problem isn’t Roth conversions themselves. The problem is the assumptions people make about them. Roth conversions exploded in popularity when it appeared obvious that taxes were about to rise. The assumption was straightforward: convert while rates are low, avoid higher taxes later, and you’ll come out ahead. But that assumption rested on two ideas that don’t always hold up: That tax rates would definitely rise. That income in retirement would naturally fall. For some people, both are true. For many others, neither is. Markets have been strong. Retirement accounts are larger than expected. Capital gains, pensions, and Social Security stack on top of one another. And suddenly, retirement income isn’t as “low tax” as it once looked on paper. The Difference Between Tax Bracket and Tax Cost One of the most common mistakes retirees make is focusing on their tax bracket instead of their tax cost. On a tax return, you might see yourself in the 12% or 22% bracket and assume Roth conversions are inexpensive. But once Social Security enters the picture, the math becomes more complicated. As additional income comes in, Social Security benefits that were once tax-free begin to become taxable—up to 85% of the benefit. In that phase-in range, every dollar withdrawn from a traditional IRA can cause more Social Security to be taxed. The result is an effective tax cost that can be significantly higher than the bracket suggests. This is where many well-intentioned Roth strategies quietly go off track. Medicare Premiums Change the Equation Taxes aren’t the only cost that matters. Medicare income-related premium adjustments—often called IRMAA—are triggered when income crosses certain thresholds. These surcharges commonly appear in two situations: when required minimum distributions begin, and when one spouse passes away and income thresholds are suddenly cut in half. A Roth conversion that pushes income just over one of these lines can increase Medicare premiums for years. That added cost has to be weighed alongside any future tax savings the conversion might create. A Cautionary Roth Story This is where a real-world example brings the point home. I once worked with a woman to determine the right amount of Roth conversions to do. We carefully mapped out a plan to spread conversions over three tax years so she could stay within reasonable tax and Medicare thresholds. She was comfortable with the plan. The numbers made sense. We executed the first conversion near the end of the year and agreed to revisit the second one in January. But after our meeting, she decided to take matters into her own hands. Rather than following the plan, she converted everything at once. That single decision pushed her income from a moderate tax bracket into much higher ones, triggered additional Medicare premium costs, and permanently locked in taxes that were far higher than necessary. The intent was good. The outcome was not. The mistake wasn’t believing in Roth conversions—it was assuming that “more” was always better. The Real Takeaway for 2026 and Beyond Roth conversions are not dead. But Roth assumptions are. Lower tax rates today don’t automatically mean Roth conversions are cheap. A future tax increase isn’t guaranteed. And a zero-tax retirement is not always worth the price paid to get there. Roth conversions should always be considered—but never assumed. When done thoughtfully, in the right amounts, and at the right times, they can improve retirement income and flexibility. When done without planning, they can quietly undermine both. And in retirement, the goal isn’t to win a tax strategy. The goal is to create a better retirement. Don’t forget to leave a rating for the “Retire Today” podcast if you’ve been enjoying these episodes! Subscribe to Retire Today to get new episodes every Wednesday. Apple Podcasts: https://podcasts.apple.com/us/podcast/retire-today/id1488769337  Spotify Podcasts: https://bit.ly/RetireTodaySpotify About the Author: Jeremy Keil, CFP®, CFA is a retirement financial advisor with Keil Financial Partners, author of Retire Today: Create Your Retirement Income Plan in 5 Simple Steps, and host of the Retirement Today blog and podcast, as well as the Mr. Retirement YouTube channel. Jeremy is a contributor to Kiplinger and is frequently cited in publications like the Wall Street Journal and New York Times. Additional Links: Buy Jeremy’s book – Retire Today: Create Your Retirement Master Plan in 5 Simple Steps Are Roth Conversions for Retirees Dead in 2026 Because of the New Tax Law? By Jeremy Keil, Kiplinger.com  Connect With Jeremy Keil: Keil Financial Partners LinkedIn: Jeremy Keil Facebook: Jeremy Keil LinkedIn: Keil Financial Partners YouTube: Mr. Retirement Book an Intro Call with Jeremy’s Team Media Disclosures: Disclosures This media is provided for informational and educational purposes only and does not consider the investment objectives, financial situation, or particular needs of any consumer. Nothing in this program should be construed as investment, legal, or tax advice, nor as a recommendation to buy, sell, or hold any security or to adopt any investment strategy. The views and opinions expressed are those of the host and any guest, current as of the date of recording, and may change without notice as market, political or economic conditions evolve. All investments involve risk, including the possible loss of principal. Past performance is no guarantee of future results. Legal & Tax Disclosure Consumers should consult their own qualified attorney, CPA, or other professional advisor regarding their specific legal and tax situations. Advisor Disclosures Alongside, LLC, doing business as Keil Financial Partners, is an SEC-registered investment adviser. Registration does not imply a certain level of skill or expertise. Advisory services are delivered through the Alongside, LLC platform. Keil Financial Partners is independent, not owned or operated by Alongside, LLC. Additional information about Alongside, LLC – including its services, fees and any material conflicts of interest – can be found at https://adviserinfo.sec.gov/firm/summary/333587 or by requesting Form ADV Part 2A. The content of this media should not be reproduced or redistributed without the firm’s written consent. Any trademarks or service marks mentioned belong to their respective owners and are used for identification purposes only. Additional Important Disclosures

A candid conversation with Eric Brotman on why retirement planning needs structure, flexibility, and fewer assumptions. One of the things I’ve learned after years of retirement planning conversations is that most people aren’t short on opinions — they’re short on clarity. They’ve heard plenty of rules. They’ve absorbed countless headlines. They’ve picked up advice from coworkers, friends, and financial media. But when you slow things down and ask a simple question — “Why are you doing it this way?” — the answer is often some version of, “That’s just what I’ve always heard.” I recently sat down on the “Don’t Retire… Graduate!” podcast with host Eric Brotman (author of “Don’t Retire, Graduate” and previous guest of my podcast back in the “Retirement Revealed” days) to discuss why building a better retirement plan starts with asking better questions. Eric is the author of Don’t Retire, Graduate, and his core message is relatable to everyone entering retirement: retirement isn’t a finish line. It’s a transition — and transitions deserve thoughtful planning, not assumptions. As Eric put it during our conversation, “Most people think retirement is a decision. It’s not. It’s a process.” Why One-Time Decisions Matter So Much to a Retirement Plan When you’re working, mistakes are usually correctable. Save too little one year? You can increase contributions later. Invest poorly early on? Time often smooths things out. Retirement doesn’t work that way. Retirement is full of one-way doors — decisions you can’t easily undo. Social Security claiming. Pension elections. Medicare choices. Tax strategies.  Once those decisions are made, you often live with them for decades. This is where many retirement plans quietly fail. Not because the investments are bad, but because the planning skipped the hard questions upfront. The Quiet Problem of Underspending One of the most interesting threads in our conversation was something I see often with clients but rarely see addressed directly: underspending. People spend decades being disciplined savers. They’re rewarded for delaying gratification. Then retirement arrives — and suddenly they’re supposed to flip a switch and start spending confidently? That transition is harder than most people expect. Eric described it bluntly: “A lot of retirement plans are designed to avoid failure, not to support a great life.” When plans are built entirely around extremely high “success rates,” the tradeoff is often living smaller than necessary. Retirees follow conservative rules, spend cautiously, and end up with more money at the end of life than they started with — not because they needed it, but because no one ever gave them permission to use it. That’s how an effort to preserve your money in retirement can turn into a missed opportunity. Why Rules of Thumb Aren’t Enough Rules like the 4% withdrawal guideline exist for a reason — they’re simple and memorable. But that simplicity comes at a cost. Rules of thumb can be useful starting points, they become problematic when people treat them as guarantees rather than guidelines that require context. Markets change. Taxes change. Spending changes. Life changes. A retirement plan that assumes constant spending and ignores flexibility is solving a math problem that doesn’t exist in the real world. What works better is a framework that expects adjustment — not perfection. Retirement as a Graduation, Not an Ending The phrase “Don’t retire, graduate” isn’t about working forever. It’s about intention. Some people want to fully step away from work. Others want to consult, volunteer, or stay mentally engaged. Neither approach is right or wrong — but drifting into retirement without deciding is where dissatisfaction often starts. What makes a difference for most retirees? Having a purpose to your life in retirement as a new chapter, not a conclusion to the entire book. When you treat retirement as a graduation into something new, the planning naturally becomes more thoughtful. Spending decisions align with values. Time gets treated as intentionally as money. And confidence replaces guesswork. The Real Goal of Retirement Planning At its core, this conversation wasn’t about beating markets or optimizing spreadsheets. It was about aligning math with real life. A good retirement plan doesn’t just aim to avoid running out of money. It aims to help you live well — without constant second-guessing. For many, effective retirement planning isn’t about dying with the most money. It’s about using the money you’ve earned to live well, without fear or constant second-guessing. That’s a goal worth planning for. If you’re approaching retirement — or already there — this episode will challenge some comfortable assumptions and help you think differently about what your plan is actually designed to do. Don’t forget to leave a rating for the “Retire Today” podcast if you’ve been enjoying these episodes! Subscribe to Retire Today to get new episodes every Wednesday. Apple Podcasts: https://podcasts.apple.com/us/podcast/retire-today/id1488769337  Spotify Podcasts: https://bit.ly/RetireTodaySpotify About the Author: Jeremy Keil, CFP®, CFA is a retirement financial advisor with Keil Financial Partners, author of Retire Today: Create Your Retirement Income Plan in 5 Simple Steps, and host of the Retirement Today blog and podcast, as well as the Mr. Retirement YouTube channel. Jeremy is a contributor to Kiplinger and is frequently cited in publications like the Wall Street Journal and New York Times. Additional Links: Buy Jeremy’s book – Retire Today: Create Your Retirement Master Plan in 5 Simple Steps Eric Brotman on LinkedIn “Don’t Retire…Graduate!” podcast “Don’t Retire…Graduate!” on Amazon BFG Financial Advisors BFG University on YouTube Build Your Retirement Master Plan in 5 Simple Steps Connect With Jeremy Keil: Keil Financial Partners LinkedIn: Jeremy Keil Facebook: Jeremy Keil LinkedIn: Keil Financial Partners YouTube: Mr. Retirement Book an Intro Call with Jeremy’s Team Media Disclosures: Disclosures This media is provided for informational and educational purposes only and does not consider the investment objectives, financial situation, or particular needs of any consumer. Nothing in this program should be construed as investment, legal, or tax advice, nor as a recommendation to buy, sell, or hold any security or to adopt any investment strategy. The views and opinions expressed are those of the host and any guest, current as of the date of recording, and may change without notice as market, political or economic conditions evolve. All investments involve risk, including the possible loss of principal. Past performance is no guarantee of future results. Legal & Tax Disclosure Consumers should consult their own qualified attorney, CPA, or other professional advisor regarding their specific legal and tax situations. Advisor Disclosures Alongside, LLC, doing business as Keil Financial Partners, is an SEC-registered investment adviser. Registration does not imply a certain level of skill or expertise. Advisory services are delivered through the Alongside, LLC platform. Keil Financial Partners is independent, not owned or operated by Alongside, LLC. Additional information about Alongside, LLC – including its services, fees and any material conflicts of interest – can be found at https://adviserinfo.sec.gov/firm/summary/333587 or by requesting Form ADV Part 2A. The content of this media should not be reproduced or redistributed without the firm’s written consent. Any trademarks or service marks mentioned belong to their respective owners and are used for identification purposes only. Additional Important Disclosures

Retirement researcher Stefan Sharkansky explains why the 4% rule often leaves retirees underspending — and how a more flexible, math-driven approach can lead to a better retirement experience. For decades, the 4% rule has been treated as a gold standard for retirement spending. In fact, I made video about it on my YouTube channel. If you ask most retirees how much they can safely spend, the conversation quickly turns to probabilities, simulations, and avoiding failure. But what if the real risk isn’t running out of money — it’s not using it well? In this episode of Retire Today, I’m joined by Stefan Sharkansky, whose background in math and computer science led him to question how retirement spending strategies are actually designed — and what they optimize for. As Stefan put it plainly, “Under the average market scenario, following the safe withdrawal rate of 4% would leave you with more when you passed away than when you started.” In other words, many retirees are leaving too much money on the table in their retirement spending plan. The Problem With “Safe” Withdrawal Rates Most retirement spending research focuses on one outcome: not running out of money. Advisors often present plans as probabilities — a 90% or 95% chance of success — where “success” means the portfolio never hits zero. But this framing runs the risk of missing what retirees actually care about. After all, if you have a 90% probability of success, what that really means is that 89% of the time, you could have spent more. That insight flips traditional planning on its head. Instead of asking, “What’s the safest amount I can withdraw?” the better question becomes, “What level of spending lets me live well — while staying adaptable if conditions change?” Why Retirement Spending Isn’t Constant One major flaw in the 4% rule is the assumption that spending stays flat year after year. Real life doesn’t work that way. Spending often starts higher in early retirement with travel and experiences, dips in later years, then rises again due to healthcare needs. Taxes also change as retirees shift between taxable accounts, IRAs, and Roth accounts. As Stefan noted, “This idea of constant spending never exists in the real world.” Any retirement spending plan that assumes otherwise is solving the wrong problem. A Salary-and-Bonus Approach to Retirement Stefan’s research introduces a different framework — one that mirrors how people actually lived during their working years. He described a model where retirees create: A stable, inflation-protected income base using Social Security and a ladder of TIPS (Treasury Inflation-Protected Securities) A variable ‘bonus’ income driven by long-term stock performance “You have your salary from Social Security and your TIPS,” Stefan explained, “and then you get a bonus based on how the stock market does.” In strong markets, spending can increase. In weaker years, spending adjusts — while working to help maintain long-term security. The key is that adjustment is assumed, not treated as failure. Rethinking Risk Tolerance Traditional risk tolerance focuses on portfolio volatility — how much account values swing up and down. Stefan argues retirees should think differently. “Risk tolerance should be about how much variability in income you’re comfortable with,” he said, “not just what percentage of stocks and bonds you hold.” Some retirees prefer a higher guaranteed income floor with less variability. Others are comfortable with more income fluctuation in exchange for higher long-term spending. The right plan aligns income stability with personal preferences — not arbitrary rules. Why This Matters Many retirees say the 4% rule “doesn’t work for them” — not because it’s unsafe, but because it doesn’t generate enough income to support the life they want. Stefan’s research shows that when you plan for flexibility, rather than perfection, you can often spend more, not less — while still maintaining control. The goal isn’t to maximize your ending balance. It’s to maximize your retirement experience. Ultimately, you need to make your retirement spending plan in a way that not only is within your means, but meets your retirement goals.  Don’t forget to leave a rating for the “Retire Today” podcast if you’ve been enjoying these episodes! Subscribe to Retire Today to get new episodes every Wednesday. Apple Podcasts: https://podcasts.apple.com/us/podcast/retire-today/id1488769337  Spotify Podcasts: https://bit.ly/RetireTodaySpotify About the Author: Jeremy Keil, CFP®, CFA is a retirement financial advisor with Keil Financial Partners, author of Retire Today: Create Your Retirement Income Plan in 5 Simple Steps, and host of the Retirement Today blog and podcast, as well as the Mr. Retirement YouTube channel. Jeremy is a contributor to Kiplinger and is frequently cited in publications like the Wall Street Journal and New York Times. Additional Links: Buy Jeremy’s book – Retire Today: Create Your Retirement Master Plan in 5 Simple Steps Is the 4% Rule Outdated? New Research Reveals the TRUTH – Mr. Retirement YouTube Channel Stefan Sharkansky on LinkedIn TheBestThird.com  Connect With Jeremy Keil: Keil Financial Partners LinkedIn: Jeremy Keil Facebook: Jeremy Keil LinkedIn: Keil Financial Partners YouTube: Mr. Retirement Book an Intro Call with Jeremy’s Team Media Disclosures: Disclosures This media is provided for informational and educational purposes only and does not consider the investment objectives, financial situation, or particular needs of any consumer. Nothing in this program should be construed as investment, legal, or tax advice, nor as a recommendation to buy, sell, or hold any security or to adopt any investment strategy. The views and opinions expressed are those of the host and any guest, current as of the date of recording, and may change without notice as market, political or economic conditions evolve. All investments involve risk, including the possible loss of principal. Past performance is no guarantee of future results. Legal & Tax Disclosure Consumers should consult their own qualified attorney, CPA, or other professional advisor regarding their specific legal and tax situations. Advisor Disclosures Alongside, LLC, doing business as Keil Financial Partners, is an SEC-registered investment adviser. Registration does not imply a certain level of skill or expertise. Advisory services are delivered through the Alongside, LLC platform. Keil Financial Partners is independent, not owned or operated by Alongside, LLC. Additional information about Alongside, LLC – including its services, fees and any material conflicts of interest – can be found at https://adviserinfo.sec.gov/firm/summary/333587 or by requesting Form ADV Part 2A. The content of this media should not be reproduced or redistributed without the firm’s written consent. Any trademarks or service marks mentioned belong to their respective owners and are used for identification purposes only. Additional Important Disclosures

Author Jesse Hurst explains how retirement planning helps reduce the guesswork of retiring through his book “PopEnomics”. A lot of people approach financial planning with one big fear: that it’s going to feel restrictive. Budgets. Rules. Spreadsheets. Being told what you can’t do with your money. But in this episode of Retire Today, I sat down with Impel Wealth Management president and author of “PopEnomics”Jesse Hurst to talk about why that assumption gets things exactly backward — and how the right kind of planning actually creates freedom. As Jesse put it early in our conversation, “A lot of people think financial planning is very constrictive… and I think it’s exactly the opposite. I think it’s very freeing.” Why Guessing Is the Default (and the Problem) Most people don’t lack motivation. They lack clarity. Jesse explained that many retirees have vague hopes rather than defined goals. “Someday I want to retire and live a comfortable life,” sounds nice — but it’s not a plan. Without specifics, people end up guessing on some of the most important decisions of their financial lives. How much should I save? Should I prioritize paying off the mortgage? Is Roth or pre-tax better for me? Am I saving enough — or too much? Without a defined target, people default to hearsay. “My coworker did this.” “I read an article that said 8% is enough.” That’s not planning — it’s outsourcing your decisions to someone else’s guess. Why Stories Stick When Numbers Don’t Jesse has a way with analogies. By tying retirement planning ideas to pop culture — music, movies, and familiar stories — he finds people actually remember them. During the COVID period, Jesse began using pop-culture analogies more intentionally. One comparison between Federal Reserve policy and the movie Animal House took off online — and made him realize he’d found a powerful teaching tool. That insight ultimately led to his book PopEnomics, where retirement planning meets rock anthems, movie classics, and everyday analogies. Access to Information Isn’t the Same as Wisdom One of the most important observations Jesse shared came from reflecting on his decades in the profession. Early in his career, the challenge was simply educating people about what options existed. Today, the challenge is the opposite. “There’s a big difference between access to information and the wisdom to apply it,” Jesse said. Retirees today are overwhelmed with data — articles, headlines, opinions — but often still unsure what applies to them. That’s where planning shifts from information to interpretation. The Retirement Puzzle Jesse described retirement planning as a puzzle — one where each piece matters. You can’t decide how to invest if you don’t know when you’ll retire. You can’t know how much risk to take if you don’t know when you’ll need the money. You can’t spend confidently if you don’t know whether your income supports it. One story he shared involved a couple who lost track of where they stood financially after COVID, inflation, and market volatility. Using an airport analogy, Jesse explained, “If you don’t know where you are, you can’t figure out how to get to your gate.” Clarity begins with knowing your starting point. The Saver’s Mindset — and the Permission Problem Many people who retire successfully built wealth through discipline — spending less than they earned, avoiding debt, and saving consistently. But those same habits can make it emotionally difficult to switch from accumulation to spending. As Jesse explained, “They have a hard time giving themselves permission to spend.” He shared a powerful story of longtime clients who had ample income and assets — but struggled to enjoy them. The breakthrough came when they realized that if they didn’t use their money intentionally, someone else eventually would. That shift — from fear to permission — is often one of the most important transitions in retirement. The Bottom Line Financial planning isn’t about restriction. It’s about clarity. When you know what you’re saving for, what you’ve already done, and what your money can support, decisions become easier. Spending becomes intentional. And retirement becomes something you can enjoy — not just hope works out. Don’t forget to leave a rating for the “Retire Today” podcast if you’ve been enjoying these episodes! Subscribe to Retire Today to get new episodes every Wednesday. Apple Podcasts: https://podcasts.apple.com/us/podcast/retire-today/id1488769337  Spotify Podcasts: https://bit.ly/RetireTodaySpotify About the Author: Jeremy Keil, CFP®, CFA is a retirement financial advisor with Keil Financial Partners, author of Retire Today: Create Your Retirement Income Plan in 5 Simple Steps, and host of the Retirement Today blog and podcast, as well as the Mr. Retirement YouTube channel. Jeremy is a contributor to Kiplinger and is frequently cited in publications like the Wall Street Journal and New York Times. Additional Links: Buy Jeremy’s book – Retire Today: Create Your Retirement Master Plan in 5 Simple Steps Create Your Retirement Master Plan in 5 Simple Steps Jesse Hurst on LinkedIn Impel Wealth Management PopEnomics.com  PopEnomics: 12 Relatable (and Not Boring) Pop Culture Insights for Retirement Success Jesse Hurst on YouTube Jesse Hurst on Instagram Jesse Hurst on X Connect With Jeremy Keil: Keil Financial Partners LinkedIn: Jeremy Keil Facebook: Jeremy Keil LinkedIn: Keil Financial Partners YouTube: Mr. Retirement Book an Intro Call with Jeremy’s Team Media Disclosures: Disclosures This media is provided for informational and educational purposes only and does not consider the investment objectives, financial situation, or particular needs of any consumer. Nothing in this program should be construed as investment, legal, or tax advice, nor as a recommendation to buy, sell, or hold any security or to adopt any investment strategy. The views and opinions expressed are those of the host and any guest, current as of the date of recording, and may change without notice as market, political or economic conditions evolve. All investments involve risk, including the possible loss of principal. Past performance is no guarantee of future results. Legal & Tax Disclosure Consumers should consult their own qualified attorney, CPA, or other professional advisor regarding their specific legal and tax situations. Advisor Disclosures Alongside, LLC, doing business as Keil Financial Partners, is an SEC-registered investment adviser. Registration does not imply a certain level of skill or expertise. Advisory services are delivered through the Alongside, LLC platform. Keil Financial Partners is independent, not owned or operated by Alongside, LLC. Additional information about Alongside, LLC – including its services, fees and any material conflicts of interest – can be found at https://adviserinfo.sec.gov/firm/summary/333587 or by requesting Form ADV Part 2A. The content of this media should not be reproduced or redistributed without the firm’s written consent. Any trademarks or service marks mentioned belong to their respective owners and are used for identification purposes only. Additional Important Disclosures

Happiness expert Monique Rhodes explains why retirement often feels disorienting at first — and how creating a personal retirement roadmap can turn this transition into one of the most fulfilling stages of life. Retirement is often marketed as the ultimate reward. After decades of work, deadlines, and responsibility, you finally arrive at a chapter filled with freedom, rest, and happiness. But for many people, that moment doesn’t feel the way they expected. In this episode of Retire Today, I sat down with Monique Rhodes, a happiness expert who works with people around the world — especially those approaching or entering retirement — to talk about why this transition can feel unsettling and how to approach it with intention. Why Retirement Can Feel So Uncomfortable For years, work provides structure, identity, and a built-in sense of purpose.  Then one day, it’s gone. Monique explained that retirement often removes all of that at once. “The structure, the identity, the daily sense of purpose — they all fall away at the same time,” she said. What’s left can feel like freedom… or confusion. In fact, research shows that many people experience lower happiness in the first year of retirement than when they were working. Feelings of restlessness, anxiety, loneliness, and even grief are common — but rarely talked about. This doesn’t mean retirement was a mistake. It means the transition requires more than financial preparation alone. Comfort vs. Happiness One of the most thought-provoking ideas Monique shared is that too much comfort can actually work against happiness. She described how modern life is designed to remove friction — from climate-controlled homes to effortless entertainment. But living without any “edge” can dull creativity, resilience, and engagement. “If we’re consistently living in comfort, we lose our ability to adapt,” she explained. Happiness, she argues, comes from a balance — not too tense, not too relaxed. Monique used powerful metaphors throughout the conversation, from surfing ocean waves to tuning a guitar string. Too loose or too tight, and it doesn’t work. The same is true for life in retirement. Retirement Is Not a Holiday — It’s a Redesign Many people enter retirement expecting it to feel like a permanent vacation. Monique sees this expectation create unnecessary disappointment. “Retirement is sold to us as a never-ending holiday,” she said. “But when that structure disappears overnight, people are suddenly faced with the question of who they are.” This is where her Retirement Roadmap comes in — a framework designed to help people intentionally rebuild purpose, routines, relationships, and meaning. Rather than drifting through unstructured time, retirees are encouraged to create days that feel energizing and aligned with who they are now — not who their job required them to be. Rebuilding Purpose From the Inside Out One of the most powerful moments in the conversation was when Monique talked about building a new relationship with yourself. After years of serving careers, businesses, and families, many retirees struggle to answer a simple question: What do I enjoy? Monique often starts by asking clients to think back to childhood interests — art, music, movement, creativity — and explore those again without pressure. “Your purpose isn’t gone,” she said. “It’s just no longer handed to you by a job description.” She emphasized that this phase of life offers something rare: the freedom to choose intentionally — where you live, how you spend your time, who you invest energy in, and what brings joy. Three Questions Worth Asking Toward the end of our conversation, Monique shared three questions she believes are foundational for a fulfilling retirement: Where do I want to be that makes me happiest? What do I want to do that makes me happiest? Who do I want to be with that makes me happiest? These questions don’t have one-time answers. They evolve — and that’s part of the beauty of this stage of life. The Bottom Line Retirement isn’t just a financial transition. It’s a psychological and emotional one as well. When approached consciously, it can become one of the most liberating and meaningful chapters of life — not because everything is perfect, but because you’re living with intention. Don’t forget to leave a rating for the “Retire Today” podcast if you’ve been enjoying these episodes! Subscribe to Retire Today to get new episodes every Wednesday. Apple Podcasts: https://podcasts.apple.com/us/podcast/retire-today/id1488769337  Spotify Podcasts: https://bit.ly/RetireTodaySpotify About the Author: Jeremy Keil, CFP®, CFA® is a financial advisor in Milwaukee, WI, author of the bestseller Retire Today: Create Your Retirement Master Plan in 5 Simple Steps and host of both the Retire Today Podcast and Mr. Retirement YouTube channel Additional Links: Buy Jeremy’s book – Retire Today: Create Your Retirement Master Plan in 5 Simple Steps Create Your Retirement Master Plan in 5 Simple Steps Monique Rhodes website In Your Right Mind Podcast with Monique Rhodes Monique Rhodes on LinkedIn Connect With Jeremy Keil: Keil Financial Partners LinkedIn: Jeremy Keil Facebook: Jeremy Keil LinkedIn: Keil Financial Partners YouTube: Mr. Retirement Book an Intro Call with Jeremy’s Team Media Disclosures: Disclosures This media is provided for informational and educational purposes only and does not consider the investment objectives, financial situation, or particular needs of any consumer. Nothing in this program should be construed as investment, legal, or tax advice, nor as a recommendation to buy, sell, or hold any security or to adopt any investment strategy. The views and opinions expressed are those of the host and any guest, current as of the date of recording, and may change without notice as market, political or economic conditions evolve. All investments involve risk, including the possible loss of principal. Past performance is no guarantee of future results. Legal & Tax Disclosure Consumers should consult their own qualified attorney, CPA, or other professional advisor regarding their specific legal and tax situations. Advisor Disclosures Alongside, LLC, doing business as Keil Financial Partners, is an SEC-registered investment adviser. Registration does not imply a certain level of skill or expertise. Advisory services are delivered through the Alongside, LLC platform. Keil Financial Partners is independent, not owned or operated by Alongside, LLC. Additional information about Alongside, LLC – including its services, fees and any material conflicts of interest – can be found at https://adviserinfo.sec.gov/firm/summary/333587 or by requesting Form ADV Part 2A. The content of this media should not be reproduced or redistributed without the firm’s written consent. Any trademarks or service marks mentioned belong to their respective owners and are used for identification purposes only. Additional Important Disclosures

Gary Zimmerman of Max® explains how to utilize your cash asset in retirement. Cash is one of the most overlooked assets in retirement. Here’s how retirees can earn thousands more in interest while keeping their money safe and FDIC-insured. Many retirees spend years carefully managing their investments — stocks, bonds, and retirement accounts get plenty of attention. But there’s one asset class that often gets ignored: cash. In this episode of Retire Today, I’m joined by Gary Zimmerman, founder and CEO of Max® to talk about why so many Americans are earning next to nothing on their bank money — and how that quiet mistake can cost retirees tens of thousands of dollars over time. As Gary explains early in the conversation, “People think that the bigger the bank, the safer it is. And that’s patently not true.” In fact, many of the banks that failed during past financial crises were among the largest institutions. Why Cash Matters More in Retirement Cash plays a unique role in retirement. It provides liquidity, stability, and peace of mind — especially when markets are volatile. But that doesn’t mean cash has to sit idle. Gary shared that after years as an advisor, he started getting a flood of calls from clients during the COVID period. Their CDs were maturing, and rates were dropping instead of rising. “They were missing out on thousands of dollars in interest,” he said. At the same time, trillions of dollars across the U.S. were sitting in bank accounts earning close to zero — while other savers were earning closer to 4% in the same type of FDIC-insured accounts. That gap is not about risk. It’s about awareness and access. FDIC Insurance: Safety Without Sacrificing Yield One of the most important parts of the conversation focused on FDIC insurance. Many people believe that as long as their money is at a big-name bank, it’s automatically safe. But FDIC insurance has limits — typically $250,000 per depositor, per bank, per ownership category. As I shared in the episode, I regularly see “everyday millionaires” with far more than $250,000 sitting in bank-type accounts — without full insurance coverage. Gary explained how spreading cash across multiple institutions increases FDIC protection and improves interest rates at the same time. “The more diversified you are, the more guarantees you get from the FDIC,” he said. Why Banks Pay So Little (And Why They Can) A question many retirees ask is simple: If higher rates exist, why don’t banks automatically pay them? Gary’s answer was refreshingly blunt. Banks don’t raise rates unless they need your money. When a bank pays 0.1% or 0.2%, it’s often a signal: “They’re telling you they don’t want your money.” Online banks, smaller institutions, and rate marketplaces compete aggressively for deposits — and that competition benefits savers who are willing to look beyond their local branch. As Gary put it, “There’s an actual market for your money. Just like selling a house, you have to put your money on the market to get the best price.” DIY vs. Using a Service Could retirees do all of this on their own? Yes. But should they? Gary compared the process to constantly switching phone plans or insurance providers. It works — but it requires attention, time, and discipline. Rates change, banks create teaser accounts, and some institutions quietly lower yields after a few months. Max® was designed to automate that process. As Gary described it, the goal is to “spend five or ten minutes thinking about cash, then never think about it again.” For many clients, that convenience translates into meaningful results. Gary shared that a retiree with $250,000 in cash could earn roughly $10,000 more per year, or $100,000 over a decade, simply by managing cash more effectively. The Behavioral Finance Problem Nobody Talks About One of my favorite parts of the conversation focused on behavioral finance. People say they like their bank because it feels familiar. But when asked how they actually interact with it, the answer is usually: “I use the app.” At that point, loyalty becomes expensive. As Gary summed it up, “The bank owes you nothing. You owe the bank nothing.” Your savings should work as hard as you did to earn it. The Bottom Line Cash isn’t boring — it’s powerful when used correctly. For retirees, optimizing cash can mean more flexibility, less risk, and thousands of dollars in additional income over time — without chasing returns or increasing exposure. Don’t forget to leave a rating for the “Retire Today” podcast if you’ve been enjoying these episodes! Subscribe to Retire Today to get new episodes every Wednesday. Apple Podcasts: https://podcasts.apple.com/us/podcast/retire-today/id1488769337  Spotify Podcasts: https://bit.ly/RetireTodaySpotify About the Author: Jeremy Keil, CFP®, CFA® is a financial advisor in Milwaukee, WI, author of the bestseller Retire Today: Create Your Retirement Master Plan in 5 Simple Steps and host of both the Retire Today Podcast and Mr. Retirement YouTube channel Additional Links: Buy Jeremy’s book – Retire Today: Create Your Retirement Master Plan in 5 Simple Steps Gary Zimmerman on LinkedIn Max®: Your Best Interest Create Your Retirement Master Plan in 5 Simple Steps Connect With Jeremy Keil: Keil Financial Partners LinkedIn: Jeremy Keil Facebook: Jeremy Keil LinkedIn: Keil Financial Partners YouTube: Mr. Retirement Book an Intro Call with Jeremy’s Team Media Disclosures: Disclosures This media is provided for informational and educational purposes only and does not consider the investment objectives, financial situation, or particular needs of any consumer. Nothing in this program should be construed as investment, legal, or tax advice, nor as a recommendation to buy, sell, or hold any security or to adopt any investment strategy. The views and opinions expressed are those of the host and any guest, current as of the date of recording, and may change without notice as market, political or economic conditions evolve. All investments involve risk, including the possible loss of principal. Past performance is no guarantee of future results. Legal & Tax Disclosure Consumers should consult their own qualified attorney, CPA, or other professional advisor regarding their specific legal and tax situations. Advisor Disclosures Alongside, LLC, doing business as Keil Financial Partners, is an SEC-registered investment adviser. Registration does not imply a certain level of skill or expertise. Advisory services are delivered through the Alongside, LLC platform. Keil Financial Partners is independent, not owned or operated by Alongside, LLC. Additional information about Alongside, LLC – including its services, fees and any material conflicts of interest – can be found at https://adviserinfo.sec.gov/firm/summary/333587 or by requesting Form ADV Part 2A. The content of this media should not be reproduced or redistributed without the firm’s written consent. Any trademarks or service marks mentioned belong to their respective owners and are used for identification purposes only. Additional Important Disclosures

Jeremy Keil explains the 5 steps you can take if you are planning to retire in 2026 or 2027. If you’ve been planning to retire in 2026 or 2027, it might feel like you still have plenty of time. But in reality, retirement has a way of showing up earlier than expected — and when it does, the people who feel the most confident are the ones who prepared well in advance. In this episode of Retire Today, I walk through five things you should do before you quit working if retirement is anywhere on your near-term horizon. These steps aren’t about picking a perfect retirement date. They’re about being ready — even if your plans change. Why You Should Prepare Earlier Than You Think Two important statistics shape this entire conversation. First, the stock market is historically up about 70% of the time in any given year. That also means it’s down about 30% of the time. If you’re retiring soon, there’s a real chance that your account balances could be lower at retirement than they are today. Second, most Americans retire about three years earlier than they expect. Health changes, job shifts, burnout, or family needs often move retirement forward — whether planned or not. That’s why I encourage people to prepare for retirement three years ahead of time, even if they believe they’ll work longer. Planning early gives you flexibility. Waiting too long removes it. 1. Create a Written Retirement Plan The first and most important step is to put your plan in writing. Many people have a retirement date in mind, but when asked how everything will actually work, they don’t have clear answers. A written plan forces clarity. This is where the 5-Step Retirement Plan comes in: What you’ll SPEND What you’ll MAKE What you’ll KEEP after taxes How you’ll INVEST What you’ll LEAVE behind Writing this down helps turn vague ideas into an actionable roadmap — and exposes gaps before they become problems. 2. Build a Lifetime Income Plan Retirement isn’t about having a big account balance — it’s about knowing where your income will come from every month. Before you retire, you should know: How much income you need Where that income will come from Which accounts you’ll use first How taxes affect each withdrawal At a minimum, you should map out the first 12 months of retirement income in detail. That includes Social Security, pensions, savings, brokerage accounts, and retirement accounts — and the tax rules that apply to each one. Surprises here are costly. Planning removes them. 3. Make Your Retirement Plan Tax-Smart Many people assume their taxes will automatically go down in retirement. Sometimes that’s true — but not always. Pensions, Social Security, required minimum distributions, and investment income can push retirees into higher tax brackets than expected. The key is understanding when you’ll have flexibility and using it intentionally. Retirement often creates opportunities to: Shift income between tax years Take advantage of lower tax brackets Manage Roth conversions strategically Plan around healthcare subsidies Taxes don’t disappear in retirement — they change. Planning ahead helps you adapt. 4. Plan Your Retirement Healthcare Healthcare is one of the biggest unknowns in retirement. Before you retire, you should know: What coverage you’ll use immediately What it will cost How that coverage changes over time When Medicare becomes part of the picture Options may include employer coverage through a spouse, COBRA, retiree health plans, ACA plans, or Medicare — and each comes with different costs and rules. Healthcare planning isn’t just about insurance. It’s about understanding how medical costs interact with your tax plan and your income strategy. 5. Create a Retirement Investment Plan Retirement changes your investment timeline. You’re no longer investing only for growth — you’re investing for income and stability, too. That means separating your money into: Short-term funds for near-term spending Long-term investments for growth over decades Money you’ll need soon shouldn’t be exposed to short-term market swings. At the same time, money you won’t need for many years still needs growth to keep up with inflation. The right investment plan balances both — and helps prevent panic decisions when markets get volatile. The Bottom Line If you’re planning to retire in 2026 or 2027, now is the time to prepare. Not because something bad will happen — but because preparation gives you options. Retirement doesn’t have to be so stressful. With a written plan, a clear income strategy, smart tax planning, healthcare clarity, and a thoughtful investment approach, you can step into retirement with confidence — whenever it arrives. Don’t forget to leave a rating for the “Retire Today” podcast if you’ve been enjoying these episodes! Subscribe to Retire Today to get new episodes every Wednesday. Apple Podcasts: https://podcasts.apple.com/us/podcast/retire-today/id1488769337  Spotify Podcasts: https://bit.ly/RetireTodaySpotify About the Author: Jeremy Keil, CFP®, CFA® is a financial advisor in Milwaukee, WI, author of the bestseller Retire Today: Create Your Retirement Master Plan in 5 Simple Steps and host of both the Retire Today Podcast and Mr. Retirement YouTube channel Additional Links: Buy Jeremy’s book – Retire Today: Create Your Retirement Master Plan in 5 Simple Steps Create your retirement master plan in 5 simple steps: www.5StepRetirementPlan.com  Connect With Jeremy Keil: Keil Financial Partners LinkedIn: Jeremy Keil Facebook: Jeremy Keil LinkedIn: Keil Financial Partners YouTube: Mr. Retirement Book an Intro Call with Jeremy’s Team Media Disclosures: Disclosures This media is provided for informational and educational purposes only and does not consider the investment objectives, financial situation, or particular needs of any consumer. Nothing in this program should be construed as investment, legal, or tax advice, nor as a recommendation to buy, sell, or hold any security or to adopt any investment strategy. The views and opinions expressed are those of the host and any guest, current as of the date of recording, and may change without notice as market, political or economic conditions evolve. All investments involve risk, including the possible loss of principal. Past performance is no guarantee of future results. Legal & Tax Disclosure Consumers should consult their own qualified attorney, CPA, or other professional advisor regarding their specific legal and tax situations. Advisor Disclosures Alongside, LLC, doing business as Keil Financial Partners, is an SEC-registered investment adviser. Registration does not imply a certain level of skill or expertise. Advisory services are delivered through the Alongside, LLC platform. Keil Financial Partners is independent, not owned or operated by Alongside, LLC. Additional information about Alongside, LLC – including its services, fees and any material conflicts of interest – can be found at https://adviserinfo.sec.gov/firm/summary/333587 or by requesting Form ADV Part 2A. The content of this media should not be reproduced or redistributed without the firm’s written consent. Any trademarks or service marks mentioned belong to their respective owners and are used for identification purposes only. Additional Important Disclosures

Jeremy Keil weighs the opportunities and risks associated with giving your money away to your kids and charity. Most retirees I talk with don’t worry about whether they can give money away. They worry about whether they should. When you’ve worked hard, saved diligently, and reached a point where you have more than you need, a new question quietly creeps in: What’s the purpose of the extra? In this episode of Retire Today, I walk through what I see every day in real retirement plans — the good, the bad, and the unintended consequences of giving money to kids and to charity. Because while giving can be deeply meaningful, it can also backfire if it’s not done intentionally. Giving to Kids: Blessing or Burden? When it comes to kids, I hear two very common philosophies. One group says, “I’m not trying to leave money to my kids. If there’s something left, that’s fine.” The other says, “I worked hard for this money, and I want to make sure it helps my family.” Both sound reasonable. But what actually happens is often more complicated. In practice, most giving to kids happens by default, not by design — through inheritance. The problem is timing. If you pass away in your 80s or 90s, your kids are likely in their late 50s or 60s. Statistically, that’s when incomes and net worth tend to be the highest. In other words, that may be the moment they need your money the least. I’ve also seen well-intentioned gifts create unintended pressure. Large down payments on homes can raise a child’s lifestyle without raising their income — leading to higher expenses, more stress, and sometimes less financial stability. Giving feels generous, but it can quietly shift responsibility away from your kids and onto you. A better rule of thumb? Give in ways that remove a burden, not create one. Education costs, health care needs, or meaningful experiences often help without inflating expectations or expenses. Experiences, especially shared ones, tend to create far more joy — for you and for them — than writing a check and hoping it helps. Giving to Charity: Now, Later, or Both? Charitable giving tends to be more intentional, but still incomplete. Many people plan to leave money to charity someday, yet never think through what that looks like or how it fits into their broader retirement plan. Others give modest amounts each year but leave significant sums later — without ever telling the charities involved. What I’ve seen repeatedly is this: When people give with intention, their stress goes down and their satisfaction goes up. In fact, people who have clarity around where their money will go often feel lighter — as if a quiet financial worry has been resolved. When charities know they’re part of your long-term plan, relationships deepen. You stay informed, feel more connected, and often find joy in seeing the impact of your giving while you’re still here. There’s also strong evidence that giving makes people happier. Whether happier people give more, or giving makes people happier, may be up for debate — but in practice, generosity consistently shows up alongside fulfillment. The Bigger Question Isn’t “How Much?” Most people ask me, “How much can I give?” That’s usually the wrong question. The better questions are: Should I give? When should I give? How do I give in a way that actually helps? Giving later through inheritance is easy. Giving earlier — thoughtfully and intentionally — is far more impactful. You get to see the benefit, adjust if needed, and align your money with what matters most to you. In retirement, money isn’t just about security. It’s about purpose. When giving is done well, it doesn’t create regret — it creates meaning. Don’t forget to leave a rating for the “Retire Today” podcast if you’ve been enjoying these episodes! Subscribe to Retire Today to get new episodes every Wednesday. Apple Podcasts: https://podcasts.apple.com/us/podcast/retire-today/id1488769337  Spotify Podcasts: https://bit.ly/RetireTodaySpotify About the Author: Jeremy Keil, CFP®, CFA® is a financial advisor in Milwaukee, WI, author of the bestseller Retire Today: Create Your Retirement Master Plan in 5 Simple Steps and host of both the Retire Today Podcast and Mr. Retirement YouTube channel Additional Links: Buy Jeremy’s book – Retire Today: Create Your Retirement Master Plan in 5 Simple Steps “Die with Zero” by Bill Perkins Die With Zero by Bill Perkins | Discover the Ultimate Guide to Living Life to the Fullest – Mr. Retirement YouTube Channel “More Than Enough” by Dave Ramsey “The Millionaire Next Door” by Thomas Stanley and William Danko How much can I give my kids before paying IRS Gift Tax? – Mr. Retirement YouTube Channel What is the IRS gift tax limit in 2025? – Mr. Retirement YouTube Channel What is the IRS Gift Tax Limit for 2026? – Mr. Retirement YouTube Channel The “I Hate Budgets” Retirement Plan: Retire Intentionally with Zac Larson – Retire Today Podcast Connect With Jeremy Keil: Keil Financial Partners LinkedIn: Jeremy Keil Facebook: Jeremy Keil LinkedIn: Keil Financial Partners YouTube: Mr. Retirement Book an Intro Call with Jeremy’s Team Media Disclosures: Disclosures This media is provided for informational and educational purposes only and does not consider the investment objectives, financial situation, or particular needs of any consumer. Nothing in this program should be construed as investment, legal, or tax advice, nor as a recommendation to buy, sell, or hold any security or to adopt any investment strategy. The views and opinions expressed are those of the host and any guest, current as of the date of recording, and may change without notice as market, political or economic conditions evolve. All investments involve risk, including the possible loss of principal. Past performance is no guarantee of future results. Legal & Tax Disclosure Consumers should consult their own qualified attorney, CPA, or other professional advisor regarding their specific legal and tax situations. Advisor Disclosures Alongside, LLC, doing business as Keil Financial Partners, is an SEC-registered investment adviser. Registration does not imply a certain level of skill or expertise. Advisory services are delivered through the Alongside, LLC platform. Keil Financial Partners is independent, not owned or operated by Alongside, LLC. Additional information about Alongside, LLC – including its services, fees and any material conflicts of interest – can be found at https://adviserinfo.sec.gov/firm/summary/333587 or by requesting Form ADV Part 2A. The content of this media should not be reproduced or redistributed without the firm’s written consent. Any trademarks or service marks mentioned belong to their respective owners and are used for identification purposes only. Additional Important Disclosures

Jeremy Keil explains the top 3 tax efficient strategies for charitable giving in 2025. Most people give to charity because it’s meaningful to them — not because of the tax break. And that’s the right mindset. But if you’re already giving, it makes sense to be intentional and structure that giving in a way that helps you keep more of your hard-earned money. In this episode of Retire Today, I walk through the top three charitable giving strategies for 2025, especially in light of new tax rules taking effect in 2026 and important changes already happening this year. With only a limited window left before year-end, now is the time to understand your options. The key is planning — not reacting in April. Why 2025 Is a Unique Giving Year Late in the year, you usually have a clear picture of your income and tax bracket. That makes it the perfect time to decide when and how to give. With upcoming changes like: A new 0.5% AGI floor on charitable deductions starting in 2026 A cap on the value of deductions for high earners A higher SALT deduction limit already in effect 2025 offers an opportunity to be proactive instead of passive. Depending on your income, it may make sense to pull future giving forward — or delay certain gifts until next year. But that decision should be made intentionally, not by default. Strategy #1: Bunch Your Charitable Deductions Bunching means combining multiple years of charitable giving into a single tax year to exceed the standard deduction and unlock itemized deductions. For example, if you normally give $10,000 per year to charity but don’t itemize, you may get no tax benefit at all. But by contributing two to four years of giving in one year, you may be able to itemize and deduct the full amount. The most effective way to do this is through a donor-advised fund (DAF). A DAF lets you: Take the tax deduction now Give to charities later, on your preferred schedule Keep your giving consistent for the organizations you support This separates the timing of your tax deduction from the timing of your charitable gifts — a powerful planning tool when income fluctuates. Strategy #2: Donate Appreciated Investments Instead of Cash One of the most tax-efficient ways to give is donating long-term appreciated investments from a taxable brokerage account. When you sell an investment that has gone up in value, you owe capital gains tax. When you donate that same investment directly to charity (or to a donor-advised fund), you: Avoid paying capital gains tax Receive a charitable deduction for the full market value Remove a concentrated position from your portfolio This strategy is especially effective after strong market years like 2023, 2024, and 2025, when many investors are sitting on significant unrealized gains. To qualify, the investment must be held for more than one year (long-term capital gain). Many custodians automatically select the most tax-efficient shares when processing these donations, making the strategy easier to implement than most people expect. Strategy #3: Use Qualified Charitable Distributions (QCDs) For those age 70½ or older, Qualified Charitable Distributions are often the most powerful giving strategy available. A QCD allows you to send money directly from your traditional IRA to a qualified charity. That money: Never shows up as taxable income Can satisfy Required Minimum Distributions (once applicable) Reduces future RMDs by shrinking your IRA balance Many retirees make the mistake of taking IRA withdrawals, depositing the money into checking, and then writing checks to charity. That approach often increases taxable income, affects Social Security taxation, and can raise Medicare premiums — even if a charitable deduction is available. QCDs avoid those issues entirely by keeping the income off your tax return in the first place. Even if you’re not yet subject to RMDs, starting QCDs early can still make sense if part of your regular spending includes charitable giving. Putting It All Together These three strategies often work best in combination: Use donor-advised funds to bunch deductions Fund those DAFs with appreciated investments Use QCDs once you reach age 70½ But none of this should be done blindly. The right approach depends on: Your income this year and next Whether you itemize or take the standard deduction Your charitable goals Your long-term retirement and tax plan The most important step is projecting your tax situation before the year ends and making decisions on purpose — not by default. Don’t forget to leave a rating for the “Retire Today” podcast if you’ve been enjoying these episodes! Subscribe to Retire Today to get new episodes every Wednesday. Apple Podcasts: https://podcasts.apple.com/us/podcast/retire-today/id1488769337  Spotify Podcasts: https://bit.ly/RetireTodaySpotify About the Author: Jeremy Keil, CFP®, CFA® is a financial advisor in Milwaukee, WI, author of the bestseller Retire Today: Create Your Retirement Master Plan in 5 Simple Steps and host of both the Retire Today Podcast and Mr. Retirement YouTube channel Additional Links: Buy Jeremy’s book – Retire Today: Create Your Retirement Master Plan in 5 Simple Steps “Trump’s Big Beautiful Bill Could Change Retirement FOREVER!” – Mr. Retirement YouTube Channel “Maximize your Tax Benefits by BUNCHING Charitable Donations!” – Mr. Retirement YouTube Channel “How the SALT Deduction Cap Works If You Make Over $500,000 (2025 Tax Update)” – Mr. Retirement YouTube Channel “QCDs: The Tax-Smart Way to Give in Retirement (2025 Qualified Charitable Distributions Guide)” – Mr. Retirement YouTube Channel “What is the 2025 QCD Limit? (Qualified Charitable Distributions” – Mr. Retirement YouTube Channel Connect With Jeremy Keil: Keil Financial Partners LinkedIn: Jeremy Keil Facebook: Jeremy Keil LinkedIn: Keil Financial Partners YouTube: Mr. Retirement Book an Intro Call with Jeremy’s Team Media Disclosures: Disclosures This media is provided for informational and educational purposes only and does not consider the investment objectives, financial situation, or particular needs of any consumer. Nothing in this program should be construed as investment, legal, or tax advice, nor as a recommendation to buy, sell, or hold any security or to adopt any investment strategy. The views and opinions expressed are those of the host and any guest, current as of the date of recording, and may change without notice as market, political or economic conditions evolve. All investments involve risk, including the possible loss of principal. Past performance is no guarantee of future results. Legal & Tax Disclosure Consumers should consult their own qualified attorney, CPA, or other professional advisor regarding their specific legal and tax situations. Advisor Disclosures Alongside, LLC, doing business as Keil Financial Partners, is an SEC-registered investment adviser. Registration does not imply a certain level of skill or expertise. Advisory services are delivered through the Alongside, LLC platform. Keil Financial Partners is independent, not owned or operated by Alongside, LLC. Additional information about Alongside, LLC – including its services, fees and any material conflicts of interest – can be found at https://adviserinfo.sec.gov/firm/summary/333587 or by requesting Form ADV Part 2A. The content of this media should not be reproduced or redistributed without the firm’s written consent. Any trademarks or service marks mentioned belong to their respective owners and are used for identification purposes only. Additional Important Disclosures

Jeremy Keil explores 7 money moves you can consider before the new year to lower your taxes and keep more of your money in retirement. Every December, people scramble to finish holiday shopping, travel plans, and year-end tasks. But one of the most important deadlines — your December 31st tax deadline — often gets overlooked until it’s too late. And once the calendar flips to January 1st, many of the smartest tax moves disappear. In this episode of Retire Today, I walk through seven year-end tax steps you should consider to make sure April brings fewer surprises and more savings. With new tax laws taking effect, the stock market sitting near all-time highs, and contribution limits shifting in the coming years, this is the perfect moment to take control of your finances. 1. Manage Your Tax Bracket Before the Year Ends Your income may fluctuate from year to year — especially in retirement. Some retirees have unusually high-income years due to bonuses, pension payouts, early retirement packages, stock vesting, or unexpected distributions. Others have abnormally low-income years. If you’re experiencing a higher income year, now is the time to pull deductions forward. Charitable giving, donor-advised fund contributions, and other deductible expenses can help lower your taxable income. If you’re in a lower income year, you might choose to accelerate income instead — such as doing a Roth conversion or taking extra withdrawals at a better tax rate. Year-end planning starts with projecting your tax return and understanding which direction to go. 2. Harvest Capital Losses — and Sometimes Gains Even in years when the market is high overall, you may still have individual positions sitting at a loss. Harvesting those losses can offset gains or reduce taxes now or in the future. On the flip side, some retirees find themselves in the 0% long-term capital gains bracket, which creates the perfect opportunity to harvest capital gains on purpose. When you’re in a low tax bracket and gains cost nothing, you can reset your cost basis without additional tax. This is one of the most underused year-end strategies — especially when markets have been climbing. 3. Review Mutual Fund Capital Gain Distributions Many mutual funds issue their capital gain distributions in December. You may not receive the money in cash, but it still counts as taxable income. Look up the estimated year-end distributions from your fund companies and double-check your brokerage account. Mutual fund distributions have surprised many retirees — and they can lead to unnecessary underpayment penalties if tax withholding isn’t adjusted in time. 4. Get Your Tax Withholding Correct Years ago, tax underpayment penalties weren’t a big deal. But with high interest rates today, penalties now operate more like expensive interest charges for not paying taxes in the proper quarterly schedule. If you expect to owe money for 2025, you may want to adjust withholding from your paycheck, pension, Social Security, or IRA distributions. For retirees over 59½, using IRA withholding is one of the easiest ways to catch up — and it is treated as if it was paid evenly all year. To avoid penalties, don’t wait until spring. Make corrections before December 31st. 5. Use Qualified Charitable Distributions (QCDs) If you’re age 70½ or older, QCDs allow you to donate directly from your traditional IRA to charity tax-free. This is often better than taking withdrawals and giving afterward — especially if you use the standard deduction. Even if you’re not yet required to take RMDs, QCDs can reduce your future RMD burden and help you give in a more tax-efficient way. With 2025 bringing updated QCD limits and ongoing rule changes, it’s smart to review your giving strategy now. 6. Make Annual Exclusion Gifts Before Year-End In 2025, the annual exclusion gift limit is $19,000 per person — and it remains the same for 2026. If you’re planning to help your children or grandchildren, consider spreading the gifts across the end of this year and the beginning of next year to maximize tax-free amounts. For education planning, 529 plans also allow “superfunding,” letting you front-load up to five years’ worth of gifts. Year-end is an ideal time to execute these strategies thoughtfully. 7. Rebalance Your Investments (Especially After a Big Market Year) When markets rise sharply, your portfolio may drift into a risk level you never intended. A portfolio that started at 60% stocks may now sit at 68% or higher. That’s more risk than you signed up for — especially if you are nearing retirement. Rebalancing is a critical part of your year-end checklist. It brings your risk back in line, prepares your portfolio for the next year, and supports the long-term stability of your retirement plan. The Bottom Line Year-end planning isn’t just about taxes — it’s about taking control. Whether it’s adjusting your income, harvesting gains or losses, fixing withholding, giving strategically, gifting to family, or rebalancing your investments, December is your opportunity to make meaningful changes before the window closes. Don’t let the deadline sneak up on you. Start now so April feels predictable — not painful. Enjoying these episodes? Make sure to leave a rating for the “Retire Today” podcast if you’ve been enjoying these episodes! Subscribe to Retire Today to get new episodes every Wednesday. Apple Podcasts: https://podcasts.apple.com/us/podcast/retire-today/id1488769337  Spotify Podcasts: https://bit.ly/RetireTodaySpotify About the Author: Jeremy Keil, CFP®, CFA® is a financial advisor in Milwaukee, WI, author of the bestseller Retire Today: Create Your Retirement Master Plan in 5 Simple Steps and host of both the Retire Today Podcast and Mr. Retirement YouTube channel Additional Links: Buy Jeremy’s book – Retire Today: Create Your Retirement Master Plan in 5 Simple Steps “QCDs: The Tax-Smart Way to Give in Retirement (2025 Qualified Charitable Distributions Guide)” – Mr. Retirement YouTube Channel Create Your Retirement Master Plan in 5 Simple Steps Connect With Jeremy Keil: Keil Financial Partners LinkedIn: Jeremy Keil Facebook: Jeremy Keil LinkedIn: Keil Financial Partners YouTube: Mr. Retirement Book an Intro Call with Jeremy’s Team Media Disclosures: Disclosures This media is provided for informational and educational purposes only and does not consider the investment objectives, financial situation, or particular needs of any consumer. Nothing in this program should be construed as investment, legal, or tax advice, nor as a recommendation to buy, sell, or hold any security or to adopt any investment strategy. The views and opinions expressed are those of the host and any guest, current as of the date of recording, and may change without notice as market, political or economic conditions evolve. All investments involve risk, including the possible loss of principal. Past performance is no guarantee of future results. Legal & Tax Disclosure Consumers should consult their own qualified attorney, CPA, or other professional advisor regarding their specific legal and tax situations. Advisor Disclosures Alongside, LLC, doing business as Keil Financial Partners, is an SEC-registered investment adviser. Registration does not imply a certain level of skill or expertise. Advisory services are delivered through the Alongside, LLC platform. Keil Financial Partners is independent, not owned or operated by Alongside, LLC. Additional information about Alongside, LLC – including its services, fees and any material conflicts of interest – can be found at https://adviserinfo.sec.gov/firm/summary/333587 or by requesting Form ADV Part 2A. The content of this media should not be reproduced or redistributed without the firm’s written consent. Any trademarks or service marks mentioned belong to their respective owners and are used for identification purposes only. Additional Important Disclosures

Dale Hall of the Society of Actuaries explains how to project your longevity and why informed life expectancy matters for retirement planning.

Author Beth Pinsker shares her experience overcoming the challenges of financial caregiving based on her book “My Mother’s Money.”

Jeremy Keil dives into the details of estate planning, what people often miss and how to leave a legacy that lasts. When most people hear the words estate planning, they think about wills, trusts, and what happens after they’re gone. But that’s only half the picture. Estate planning is just as much about protecting you while you’re alive as it is about transferring assets after you pass. In this week’s episode of Retire Today, I walked through the essential parts of a practical, real-world estate plan. This is the same framework I teach in Chapter 10 of my book, Retire Today, because your “LEAVE” plan — the final step in the 5-Step Retirement Master Plan — is one of the most important gifts you can give your loved ones. Estate planning has two core objectives: 1.  Protect yourself and your spouse when bad things happen 2.  Make your inheritance as simple and tax-efficient as possible Everything starts and ends with these two goals. 1. Protect Yourself and Your Spouse — While You’re Still Here The first goal of estate planning has nothing to do with inheritance. It’s about making sure someone you trust can step in and help if you’re unable to make decisions on your own. That requires the right documents — and an understanding of how they work. The Key Documents You’ll Likely Need Most retirees will work with an attorney to build some combination of the following: • Health Care Power of Attorney This allows someone you designate to make medical decisions for you if you can’t communicate or act on your own. It’s valuable for avoiding confusion in an emergency. • Financial Power of Attorney This document authorizes a trusted person to manage your finances — signing paperwork, paying bills, accessing accounts — if you lose the ability to do it yourself. • Marital Property Agreement (in community property states) In states like Wisconsin, this document clarifies what assets belong to each spouse individually and which assets are shared. It reduces conflict, confusion, and tax issues later. • Health Care Directive or Living Will This outlines your wishes for end-of-life care. Some attorneys prefer including these instructions in your health care power of attorney; others recommend a separate document. The right approach depends on your state and your attorney’s guidance. Durable vs. Springing Powers of Attorney Many people aren’t aware that these documents can take effect in different ways: A durable power of attorney becomes effective immediately. A springing power of attorney only takes effect if certain criteria — usually a medical declaration — are met. While springing powers seem appealing (“I’m fine now, I don’t need help yet”), they can create delays during medical emergencies. Many attorneys recommend durable powers because they’re simpler and more reliable during stressful situations. 2. Make Your Inheritance Easy and Tax-Efficient Once you’re protected, the next goal is to ensure your assets transfer smoothly and according to your wishes. A big question retirees often ask is: “Do I need a will, a trust, or both?” Here’s a simple way to think about it: Will-Based Estate Planning Effective only after you pass away May require probate Probate is public An executor handles your estate Works well for basic situations Trust-Based Estate Planning Effective immediately Avoids probate Keeps family affairs private Lets a trustee manage assets if you become incapacitated Allows for specific protections and rules for your beneficiaries Most people don’t need a trust for tax savings — a common misconception. A standard revocable living trust doesn’t save income taxes or estate taxes. Its value lies in avoiding probate, speeding up administration, and providing privacy and protection. What About Estate Taxes? Many retirees worry about “death taxes,” but most won’t owe federal estate tax. The exemption is nearly $14 million per person in 2025 — far higher than the average retiree’s estate. The real tax risk usually comes from traditional retirement accounts. Your kids will pay income tax on every dollar they inherit from your traditional IRA or 401(k). That’s why your withdrawal and Roth conversion strategy plays such a big role in your estate planning. The Most Overlooked Piece: Beneficiary Forms You can have a beautifully crafted estate plan… but if your beneficiary forms don’t match it, your intentions won’t matter. Most of your assets — retirement accounts, brokerage accounts, life insurance, bank accounts — transfer by beneficiary designation, not your will. Even your house can transfer through TOD (transfer-on-death) titling. That means updating your beneficiary forms is just as important as writing a will or trust. People assume their estate documents control everything — but beneficiary forms override them. Every year, you hear the stories: Someone dies with an ex-spouse still listed as a beneficiary. Or an adult child gets unintentionally disinherited. Or assets go to someone who was never meant to receive them. Review your beneficiary forms regularly — at least once a year. Estate Planning Is Part of Retiring With Confidence You’ve worked hard to build financial security. Estate planning helps you protect it: ✔ While you’re alive ✔ When life gets complicated ✔ And after you’re gone A clear estate plan gives you peace of mind — and saves your family time, stress, taxes, and confusion. If you’d like to learn more about how estate planning helps you leave a legacy you can stand behind, make sure to visit JeremyKeil.com and get your copy of “Retire Today: Create Your Retirement Master Plan in 5 Simple Steps.” Don’t forget to leave a rating for the “Retire Today” podcast if you’ve been enjoying these episodes! Subscribe to Retire Today to get new episodes every Wednesday. Apple Podcasts: https://podcasts.apple.com/us/podcast/retire-today/id1488769337  Spotify Podcasts: https://bit.ly/RetireTodaySpotify About the Author: Jeremy Keil, CFP®, CFA® is a financial advisor in Milwaukee, WI, author of the bestseller Retire Today: Create Your Retirement Master Plan in 5 Simple Steps and host of both the Retire Today Podcast and Mr. Retirement YouTube channel Additional Links: Buy Jeremy’s book – Retire Today: Create Your Retirement Master Plan in 5 Simple Steps Connect With Jeremy Keil: Keil Financial Partners LinkedIn: Jeremy Keil Facebook: Jeremy Keil LinkedIn: Keil Financial Partners YouTube: Mr. Retirement Book an Intro Call with Jeremy’s Team Media Disclosures: Disclosures This media is provided for informational and educational purposes only and does not consider the investment objectives, financial situation, or particular needs of any consumer. Nothing in this program should be construed as investment, legal, or tax advice, nor as a recommendation to buy, sell, or hold any security or to adopt any investment strategy. The views and opinions expressed are those of the host and any guest, current as of the date of recording, and may change without notice as market, political or economic conditions evolve. All investments involve risk, including the possible loss of principal. Past performance is no guarantee of future results. Legal & Tax Disclosure Consumers should consult their own qualified attorney, CPA, or other professional advisor regarding their specific legal and tax situations. Advisor Disclosures Alongside, LLC, doing business as Keil Financial Partners, is an SEC-registered investment adviser. Registration does not imply a certain level of skill or expertise. Advisory services are delivered through the Alongside, LLC platform. Keil Financial Partners is independent, not owned or operated by Alongside, LLC. Additional information about Alongside, LLC – including its services, fees and any material conflicts of interest – can be found at https://adviserinfo.sec.gov/firm/summary/333587 or by requesting Form ADV Part 2A. The content of this media should not be reproduced or redistributed without the firm’s written consent. Any trademarks or service marks mentioned belong to their respective owners and are used for identification purposes only. Additional Important Disclosures

Paul Merriman shares what his 60+ years of investment experience says about fees, behavior, and building a plan you can actually stick to. When I sit down with investors getting ready to retire, many of them assume success depends on what they invest in — the right fund, the right stock, the right market move. But as my recent guest Paul Merriman shared on the Retire Today podcast, “The biggest threats to your money aren’t headlines—they’re costs and emotions.” Paul has spent more than 60 years in finance — from the days of 8½% mutual fund commissions to his current work as a full-time educator at PaulMerriman.com. What he’s learned along the way can transform how you think about your money in retirement. The Real Cost of High Costs When Paul started as a stockbroker in the 1960s, “almost everybody was paying 8.5% to buy a mutual fund.” That meant if you invested $10,000, only $9,150 went to work for you. The rest went straight to Wall Street. He’s the first to admit it: “It was efficient for Wall Street—but not for investors.” Thankfully, costs have dropped dramatically. But even today, Paul warns, a simple 1% difference in fund expenses “can cost you about $3.5 million over a lifetime.” That’s not a typo — that’s the power of compounding working against you. Emotions: The Hidden Tax on Your Returns John Bogle, founder of Vanguard, once said, “The two greatest enemies of the equity fund investor are expenses and emotions.” Paul agrees. “Bad behavior actually can cost an investor more than 1% a year,” he explained. “When the market goes down, people panic. They think they’re going to lose everything—even if they’re in a diversified mutual fund.” That fear leads to what he calls the ‘I just can’t take it anymore’ approach — selling low after a downturn, only to miss the recovery that follows. If you’ve ever felt that same knot in your stomach during a market drop, Paul’s advice is simple: don’t try to time the market. Instead, build a plan you can live with — and stay committed to it. The Power of Education When I asked Paul what really makes the difference between someone who runs out of money and someone who thrives in retirement, his answer was instant: “What could really change your life from having way more than you need to having less than you need? It’s the source of your education — what you learn about investing and who you learn it from.” Education doesn’t just help you make better choices. It keeps you calm during volatility because you understand why your plan works. That’s exactly what Paul’s nonprofit work focuses on today — teaching people how to build portfolios that balance diversification, simplicity, and risk tolerance. His free resources include guides like “Sound Investing Portfolios” and the book We’re Talking Millions! 12 Simple Ways to Supercharge Your Retirement. The Case for Simplicity Paul used to teach a 10-fund “Ultimate Buy-and-Hold” portfolio. But even John Bogle told him it might be too complex for most investors. So Paul challenged his team to simplify it — testing two-, four-, and six-fund versions. The result? “You got just as good a return, if not better, than all ten of them.” You can see these simplified portfolios and the data behind them at https://www.paulmerriman.com/portfolios. The lesson is timeless: a simple, diversified portfolio is easier to stick with — especially in the bad years. The easier your plan is to understand, the easier it is to trust it when the market tests your patience. Flexible Withdrawals and the Meaning of “Enough” We ended our conversation by talking about income in retirement — and how traditional “set-it-and-forget-it” withdrawals often backfire. Paul explained, “If you have enough, you can afford to be flexible. When the market’s down, take a little less. When it’s up, you can take a little more or give more away.” This flexible withdrawal strategy not only helps portfolios last longer — it can make retirement feel less stressful. You’re no longer reacting to markets; you’re adjusting intentionally. He summed it up beautifully: “If you know how long you’re likely to live and how much you have, that base of knowledge gives you freedom — not fear.” Education is Leverage We also talked about a critical mindset shift: education is leverage. Knowing how markets work, how fees compound, and how behavior affects outcomes isn’t trivia—it’s the difference between enough and more than enough. With a clear understanding and a plan tailored to your risk tolerance, you’ll make steadier decisions when volatility hits. If you’re 60–65 and staring at retirement, here’s the short list I give clients: Own the right mix, not the “perfect” fund. Diversified, low-cost index funds across U.S. and international stocks plus the right amount of high-quality bonds can do the job. Match risk to reality. Choose a stock/bond split you’ll hold through a full cycle—especially the ugly years. Adopt a flexible withdrawal rule. Give yourself permission to adjust spending after down years. Keep behavior boring. Automate rebalancing, ignore short-term predictions, and review once or twice a year. Invest in education. The more you understand, the less likely emotions will run the show. You worked hard to build your nest egg. Now it’s time to make it work hard for you—quietly, efficiently, and in a way you can live with. For a deeper dive, watch my full conversation with Paul Merriman on YouTube, where we break down fees, behavior, portfolio construction, and practical withdrawal rules you can use today. Don’t forget to leave a rating for the “Retire Today” podcast if you’ve been enjoying these episodes! Subscribe to Retire Today to get new episodes every Wednesday. Apple Podcasts: https://podcasts.apple.com/us/podcast/retire-today/id1488769337  Spotify Podcasts: https://bit.ly/RetireTodaySpotify About the Author: Jeremy Keil, CFP®, CFA® is a financial advisor in Milwaukee, WI, author of the bestseller Retire Today: Create Your Retirement Master Plan in 5 Simple Steps and host of both the Retire Today Podcast and Mr. Retirement YouTube channel Additional Links: Buy Jeremy’s book – Retire Today: Create Your Retirement Master Plan in 5 Simple Steps Email Paul Merriman: paul@paulmerriman.com  The Merriman Financial Education Foundation Paul Merriman on LinkedIn Paul Merriman on Facebook Paul Merriman on YouTube Connect With Jeremy Keil: Keil Financial Partners LinkedIn: Jeremy Keil Facebook: Jeremy Keil LinkedIn: Keil Financial Partners YouTube: Mr. Retirement Book an Intro Call with Jeremy’s Team Media Disclosures: Disclosures This media is provided for informational and educational purposes only and does not consider the investment objectives, financial situation, or particular needs of any consumer. Nothing in this program should be construed as investment, legal, or tax advice, nor as a recommendation to buy, sell, or hold any security or to adopt any investment strategy. The views and opinions expressed are those of the host and any guest, current as of the date of recording, and may change without notice as market, political or economic conditions evolve. All investments involve risk, including the possible loss of principal. Past performance is no guarantee of future results. Legal & Tax Disclosure Consumers should consult their own qualified attorney, CPA, or other professional advisor regarding their specific legal and tax situations. Advisor Disclosures Alongside, LLC, doing business as Keil Financial Partners, is an SEC-registered investment adviser. Registration does not imply a certain level of skill or expertise. Advisory services are delivered through the Alongside, LLC platform. Keil Financial Partners is independent, not owned or operated by Alongside, LLC. Additional information about Alongside, LLC – including its services, fees and any material conflicts of interest – can be found at https://adviserinfo.sec.gov/firm/summary/333587 or by requesting Form ADV Part 2A. The content of this media should not be reproduced or redistributed without the firm’s written consent. Any trademarks or service marks mentioned belong to their respective owners and are used for identification purposes only. Additional Important Disclosures

Author Jillian Johnsrud explains how mini retirements help people retire often in this week’s episode of “Retire Today” with Jeremy Keil. When most people think about retirement, they picture one big event—the day they finally walk away from their job and start living life on their own terms. But what if instead of waiting 30 or 40 years for that freedom, you could enjoy pieces of retirement throughout your career? That’s exactly what my guest, Jillian Johnsrud, suggests in her book Retire Often. She joined me on the Retire Today podcast to explain how taking “mini retirements” can help you enjoy your life now, improve your career, and even make your eventual full retirement more fulfilling. What Is a Mini Retirement? Jillian defines a mini retirement as taking a month or more off from your primary job to rest, recover, and focus on something that truly matters to you. It’s not about quitting your career—it’s about taking intentional breaks throughout your working years to rejuvenate and reconnect with what’s important. She describes three key elements of a mini retirement: It lasts at least a month. That’s long enough to break out of your normal routine and truly recharge. You step away from your main career or 9-to-5 job. You spend that time on something meaningful—travel, family, learning, or simply rest. Jillian practices what she preaches–she’s taken more than a dozen mini retirements over 23 years, and she’s coached hundreds of people through the process. What she finds time and again is that mini retirements don’t just help you rest—they can actually make you better at your job when you return. The Benefits of Retiring Often Jillian’s idea flips the traditional retirement model on its head. Instead of one long retirement at the end, she encourages people to “retire often” by sprinkling shorter breaks throughout their working years. Why? Because for many people, the old model—work 40 years straight and then stop—isn’t working as well anymore. People live longer, work has become more demanding, and burnout is real. Mini retirements help solve that problem by creating a rhythm between work and rest. You might work intensely for several years, then take a few months off to recharge, travel, or pursue a hobby. When you return, you’re refreshed, creative, and ready to take on new challenges. As Jillian explained, “Mini retirements can actually help people’s careers more than is perhaps intuitive.” The Hidden Career and Financial Upside At first, taking time off might sound like a financial setback—but Jillian has seen the opposite happen again and again. For example, one of her friends took a year off, came back refreshed, and received a 50% pay increase. That raise more than made up for the time off. He might have been underpaid for years simply because he stayed in one place too long. Mini retirements can also open doors for career pivots. Stepping back gives you perspective on what you truly want to do next—and sometimes that shift leads to more fulfilling, better-paying work. And of course, these breaks can make your future retirement smoother. You don’t spend decades putting off all your dreams until your mid-60s. Instead, you enjoy meaningful experiences all along the way—traveling, spending time with loved ones, and pursuing passions. As Jillian put it, “Instead of saving up all of these retirements till the very end, we can start to enjoy them now.” Overcoming Burnout Burnout is one of the biggest challenges people face in midlife. After 15–20 years of hard work, many people find themselves drained of energy and creativity. Jillian explained it perfectly: “I used to think middle-aged people were boring. Then I got to my 40s and realized—they’re just tired.” Mini retirements are a powerful way to reverse that exhaustion. People who take them often rediscover their energy, optimism, and curiosity—what Jillian calls “rolling back the clock emotionally.” By giving yourself permission to rest, you can actually become more productive and excited about life again. How to Start Your Own Mini Retirement If you like the sound of this, how do you make it happen? Here are a few of Jillian’s tips from our conversation: Start with brainstorming. Make a list of meaningful things you’d love to do—travel destinations, hobbies, family experiences. Filter your list. Pick 1–3 ideas that fit your current life and finances. Plan ahead. Save intentionally for your next mini retirement, even if it’s years away. Have a “go bag.” Be ready to take advantage of unexpected opportunities—like a job transition or a break in work. The point isn’t to quit working—it’s to build flexibility and freedom into your life now. The Bottom Line As I often tell my clients, the goal of retirement isn’t just to stop working—it’s to have the freedom to do what you want, when you want. Mini retirements can be a powerful way to start practicing that freedom early. Don’t forget to leave a rating for the “Retire Today” podcast if you’ve been enjoying these episodes! Subscribe to Retire Today to get new episodes every Wednesday. Apple Podcasts: https://podcasts.apple.com/us/podcast/retire-today/id1488769337  Spotify Podcasts: https://bit.ly/RetireTodaySpotify About the Author: Jeremy Keil, CFP®, CFA® is a financial advisor in Milwaukee, WI, author of the bestseller Retire Today: Create Your Retirement Master Plan in 5 Simple Steps and host of both the Retire Today Podcast and Mr. Retirement YouTube channel Additional Links: Buy Jeremy’s book – Retire Today: Create Your Retirement Master Plan in 5 Simple Steps Jillian Johnsrud’s website: jillianjohnsrud.com  Connect with Jillian Johnsrud on Instagram “Retire Often” by Jillian Johnsrud Connect With Jeremy Keil: Keil Financial Partners LinkedIn: Jeremy Keil Facebook: Jeremy Keil LinkedIn: Keil Financial Partners YouTube: Mr. Retirement Book an Intro Call with Jeremy’s Team Media Disclosures: Disclosures This media is provided for informational and educational purposes only and does not consider the investment objectives, financial situation, or particular needs of any consumer. Nothing in this program should be construed as investment, legal, or tax advice, nor as a recommendation to buy, sell, or hold any security or to adopt any investment strategy. The views and opinions expressed are those of the host and any guest, current as of the date of recording, and may change without notice as market, political or economic conditions evolve. All investments involve risk, including the possible loss of principal. Past performance is no guarantee of future results. Legal & Tax Disclosure Consumers should consult their own qualified attorney, CPA, or other professional advisor regarding their specific legal and tax situations. Advisor Disclosures Alongside, LLC, doing business as Keil Financial Partners, is an SEC-registered investment adviser. Registration does not imply a certain level of skill or expertise. Advisory services are delivered through the Alongside, LLC platform. Keil Financial Partners is independent, not owned or operated by Alongside, LLC. Additional information about Alongside, LLC – including its services, fees and any material conflicts of interest – can be found at https://adviserinfo.sec.gov/firm/summary/333587 or by requesting Form ADV Part 2A. The content of this media should not be reproduced or redistributed without the firm’s written consent. Any trademarks or service marks mentioned belong to their respective owners and are used for identification purposes only. Additional Important Disclosures

Jeremy Keil compares long-term care insurance to self-funding long-term care through the lens of 3 clarifying questions. When most people start planning for retirement, they’re focused on investment returns, income, and taxes. But one of the biggest financial and emotional challenges retirees face isn’t about markets or money — it’s about health. Specifically, it’s about how to plan for long-term care. I get this question all the time: “Should I buy long-term care insurance or should I self-insure?” Here’s the truth — I don’t like the term “self-insure.” You can’t actually insure yourself. Insurance means pooling risk with other people, each paying a small amount to protect against a large potential loss. When you’re on your own, there’s no pool, no spreading of risk — you’re not “self-insuring,” you’re self-funding. If you’re going to self-fund, it needs to be part of a plan — not just an afterthought. Everyone needs a long-term care plan, even if not everyone needs long-term care insurance. The Three Questions of a Long-Term Care Plan When you’re creating your long-term care plan, there are three essential questions to answer: Where do I want my care to take place? Who will take care of me? How will I pay for the care? Let’s walk through each. 1. Where Do You Want the Care to Take Place? This is both a question of geography and lifestyle. Do you want to receive care at home, in a facility, or somewhere near family? Many retirees live far from their adult children, which can make in-home or family-supported care difficult. If your goal is to stay close to family support, you might want to plan for a move before care is needed. And if your goal is to age in place, make sure your home will work for that. Adding features like a zero-entry shower, ramps instead of stairs, or widened doorways can make life easier down the road. The best time to make those upgrades is before a health crisis, not after. 2. Who Will Take Care of You? This question is deeply personal. Some people assume their spouse or adult children will step in. Others would rather hire professional help to avoid burdening family members. Neither approach is wrong, but you need to talk about it. If you’re relying on family, have that conversation today. Make sure they’re willing — and able — to provide that help. A quote I once heard sums this up well: “Your family can still care for you, even if they’re not the ones taking care of you.” That distinction matters. Paid caregivers can provide hands-on support, while your family focuses on emotional and relational care. Whatever route you choose, don’t leave it unspoken. 3. How Will You Pay for Care? This is where most people get stuck — and where the insurance vs. self-funding debate really comes in. If you choose to self-fund, make it intentional. Set aside a specific “long-term care fund” within your retirement plan. Maybe that’s $200,000 of your portfolio earmarked for care costs, invested conservatively and available if needed. If you choose to buy insurance, remember that it’s not about getting a perfect return. Long-term care insurance can help protect your savings and provide flexibility when you need help most. Here’s how I like to think of it: Insurance is the better deal if you use it. Self-funding is the better deal if you don’t. There’s no math formula that can tell you which one will be better for you. It’s about peace of mind. Ask yourself: “Which would I regret more — buying insurance I never use, or needing care I can’t afford?” That’s often the best guide. I’ve seen both sides. Some of my clients feel more confident knowing they have a policy that will step in if they need care. Others prefer to rely on their own savings. Personally, I lean toward having some level of insurance coverage. Not necessarily because it’s cheaper — but because of the mindset it creates. When you’ve paid premiums for years, and later in life you need care, it might be easier to say, “It’s time for this policy to do its job.” You might find it easier to get the help you need when you need it. Final Thoughts Long-term care planning isn’t about predicting the future. It’s about preparing for it. Whether you self-fund or buy insurance, the goal is the same: to protect your independence and your loved ones from unnecessary stress. So ask yourself those three key questions — Where? Who? How? — and start shaping your plan today. Don’t forget to leave a rating for the “Retire Today” podcast if you’ve been enjoying these episodes! Subscribe to Retire Today to get new episodes every Wednesday. Apple Podcasts: https://podcasts.apple.com/us/podcast/retire-today/id1488769337  Spotify Podcasts: https://bit.ly/RetireTodaySpotify About the Author: Jeremy Keil, CFP®, CFA® is a financial advisor in Milwaukee, WI, author of the bestseller Retire Today: Create Your Retirement Master Plan in 5 Simple Steps and host of both the Retire Today Podcast and Mr. Retirement YouTube channel Additional Links: Buy Jeremy’s book – Retire Today: Create Your Retirement Master Plan in 5 Simple Steps 2025’s BIGGEST Long Term Care Health Insurance Updates! With Mike Smith Connect With Jeremy Keil: Keil Financial Partners LinkedIn: Jeremy Keil Facebook: Jeremy Keil LinkedIn: Keil Financial Partners YouTube: Mr. Retirement Book an Intro Call with Jeremy’s Team Media Disclosures: Disclosures This media is provided for informational and educational purposes only and does not consider the investment objectives, financial situation, or particular needs of any consumer. Nothing in this program should be construed as investment, legal, or tax advice, nor as a recommendation to buy, sell, or hold any security or to adopt any investment strategy. The views and opinions expressed are those of the host and any guest, current as of the date of recording, and may change without notice as market, political or economic conditions evolve. All investments involve risk, including the possible loss of principal. Past performance is no guarantee of future results. Legal & Tax Disclosure Consumers should consult their own qualified attorney, CPA, or other professional advisor regarding their specific legal and tax situations. Advisor Disclosures Alongside, LLC, doing business as Keil Financial Partners, is an SEC-registered investment adviser. Registration does not imply a certain level of skill or expertise. Advisory services are delivered through the Alongside, LLC platform. Keil Financial Partners is independent, not owned or operated by Alongside, LLC. Additional information about Alongside, LLC – including its services, fees and any material conflicts of interest – can be found at https://adviserinfo.sec.gov/firm/summary/333587 or by requesting Form ADV Part 2A. The content of this media should not be reproduced or redistributed without the firm’s written consent. Any trademarks or service marks mentioned belong to their respective owners and are used for identification purposes only. Additional Important Disclosures

Rona Guymon and Jeremy Keil discuss how the recent economic changes have affected retirement plans and strategies. Is inflation forcing you to rethink your retirement plans? You’re not alone. In a recent episode of the Retire Today podcast, I sat down with Rona Guymon from the Nationwide Retirement Institute to discuss how recent economic changes are reshaping retirement expectations. Rona and her team commissioned a study through The Harris Poll that revealed some surprising — and concerning — trends among pre-retirees. According to the data, 42% of people nearing retirement say that the past five years of economic conditions have changed their vision of retirement, and 59% report that their retirement expectations have shifted significantly. That’s nearly six in ten Americans reconsidering what “retirement” even means. So, what’s going on? The Reality Check of Rising Costs It’s easy to feel confident about your portfolio when the market is performing well — until you go to buy groceries or fill your gas tank. Everyday costs have increased dramatically, and even with inflation starting to cool, people are still feeling the pinch. Rona shared a powerful example: her brother took his family of six to a fast-food restaurant, and the bill came to over $100. If that’s what “quick and affordable” looks like in 2025, it’s no wonder people are anxious about maintaining their lifestyle in retirement. In fact, 51% of survey respondents said the cost of living is their single biggest long-term concern for their retirement portfolio. People might be growing their assets on paper, but they’re questioning whether that will truly keep up with the real-world cost of living. Why Pre-Retirees Need to Rethink Retirement Age One of the most surprising findings from Nationwide’s study was that 64% of pre-retirees no longer believe that retiring at age 65 applies to them. Instead, 35% plan to work during retirement, and 27% plan to delay it altogether. This shift isn’t necessarily bad — in fact, for many, it reflects a new kind of retirement that blends purpose, social engagement, and part-time work. As Rona put it, many retirees aren’t giving up work entirely; they’re just finding something more enjoyable, flexible, or meaningful to do. In other words, “retirement” doesn’t mean quitting — it means redefining what work looks like. The Emotional Side of Financial Confidence Another big takeaway from Rona’s research is that confidence in retirement planning is directly tied to working with a professional. Despite this, only 4% of survey respondents said they currently work with a financial advisor. That’s a huge missed opportunity. Partnering with a financial professional can help you uncover strategies to manage inflation, taxes, and income needs — and, most importantly, give you peace of mind about your financial future. If you’re reading this now and you aren’t working with an advisor, follow the link at the bottom of this article to explore your options. Are the Old Rules of Thumb Outdated? The survey also asked pre-retirees about traditional financial rules, like the 4% withdrawal rule and the “100 minus your age” investing rule. 35% said the 4% rule isn’t relevant anymore. 53% said the 100-minus-your-age rule doesn’t fit their needs. That’s a major shift. For decades, these have been go-to benchmarks for financial planning. But as Rona explained, many people feel they haven’t saved enough or that inflation will erode their nest egg — so those old rules just don’t feel realistic anymore. Interestingly, most financial advisors still believe those rules have value. That difference highlights a major disconnect: advisors often serve people who already feel confident in their finances, while the average pre-retiree may feel far less certain. The key lesson? Retirement isn’t one-size-fits-all. The “rules” might provide a starting point, but your plan should reflect your unique goals, resources, and lifestyle. A Modern Take on Retirement Planning As Rona and I discussed, the goal of a retirement plan isn’t just to maximize returns — it’s to create confidence. For some people, that means exploring income options like annuities, which can help supplement Social Security and create a personal pension-style income stream. Others may find peace of mind by working longer or by creating flexible income plans that balance security with growth potential. The bottom line is this: retirement looks different today than it did 20 or even 10 years ago. It’s about designing a plan that gives you freedom, purpose, and control — even when the economy feels uncertain. Links Nationwide Retirement Institute: nationwide.com “Two in Five Pre-Retirees Say Dreams for Retirement Have Been Delayed, Altered or Cancelled” – Nationwide Financial The Nationwide Retirement Institute® 2025 Social Security Survey Create Your Retirement Master Plan: FiveStepRetirementPlan.com  Purchase “Retire Today: Create Your Retirement Master Plan in 5 Simple Steps” Rona Guymon at Nationwide Financial Rona Guymon on LinkedIn Don’t forget to leave a rating for the “Retire Today” podcast if you’ve been enjoying these episodes! Subscribe to Retire Today to get new episodes every Wednesday. Apple Podcasts: https://podcasts.apple.com/us/podcast/retire-today/id1488769337  Spotify Podcasts: https://bit.ly/RetireTodaySpotify About the Author: Jeremy Keil, CFP®, CFA® is a financial advisor in Milwaukee, WI, author of the bestseller Retire Today: Create Your Retirement Master Plan in 5 Simple Steps and host of both the Retire Today Podcast and Mr. Retirement YouTube channel Connect With Jeremy Keil: Keil Financial Partners LinkedIn: Jeremy Keil Facebook: Jeremy Keil LinkedIn: Keil Financial Partners YouTube: Mr. Retirement Book an Intro Call with Jeremy’s Team Media Disclosures: Disclosures This media is provided for informational and educational purposes only and does not consider the investment objectives, financial situation, or particular needs of any consumer. Nothing in this program should be construed as investment, legal, or tax advice, nor as a recommendation to buy, sell, or hold any security or to adopt any investment strategy. The views and opinions expressed are those of the host and any guest, current as of the date of recording, and may change without notice as market, political or economic conditions evolve. All investments involve risk, including the possible loss of principal. Past performance is no guarantee of future results. Legal & Tax Disclosure Consumers should consult their own qualified attorney, CPA, or other professional advisor regarding their specific legal and tax situations. Advisor Disclosures Alongside, LLC, doing business as Keil Financial Partners, is an SEC-registered investment adviser. Registration does not imply a certain level of skill or expertise. Advisory services are delivered through the Alongside, LLC platform. Keil Financial Partners is independent, not owned or operated by Alongside, LLC. Additional information about Alongside, LLC – including its services, fees and any material conflicts of interest – can be found at https://adviserinfo.sec.gov/firm/summary/333587 or by requesting Form ADV Part 2A. The content of this media should not be reproduced or redistributed without the firm’s written consent. Any trademarks or service marks mentioned belong to their respective owners and are used for identification purposes only. Additional Important Disclosures

Kanwal Sarai of “Simply Investing” explains his 12 rules for dividend investing and how this strategy could be used in retirement planning. When most people think of investing, they picture charts, constant news updates, and the stress of trying to time the market. But as my guest Kanwal Sarai shared on the Retire Today podcast, successful investing doesn’t have to be complicated—or stressful. In fact, Kanwal says it’s so simple that even his nine-year-old kids could do it. Kanwal is a software professional turned dividend value investor who founded SimplyInvesting.com. He’s also the host of The Simply Investing Dividend Podcast and designer of the “12 Rules of Simply Investing.” His story is a powerful reminder that investing isn’t just about growing wealth—it’s about building long-term financial independence through education and discipline. From Software Engineer to Dividend Investor Kanwal didn’t start out as an investor. He spent 30 years in the software industry, working for startups and Fortune 500 companies alike. But his interest in investing began in a surprising way—during late nights walking his newborn son to sleep. “I saw a book I’d bought years ago, and I decided to read it while pacing back and forth,” Kanwal said. That book introduced him to Warren Buffett and Benjamin Graham, two icons of value investing, and started him down a lifelong path toward financial literacy and independence. At first, he made the same mistake many beginners make—chasing hot tech stocks in the late 1990s. “I bought Nortel just because everyone was talking about it,” he recalled. “When it went bankrupt, I lost my entire investment.” That experience convinced him that investing based on hype or emotion isn’t a plan—it’s gambling. What Is Dividend Value Investing? Kanwal’s philosophy combines two approaches: dividend investing and value investing. Dividend investing means buying companies that regularly pay out cash to shareholders. Value investing means buying those companies when their prices are low compared to their true worth. By focusing on companies that are profitable, stable, and consistently pay (and raise) dividends, Kanwal has built an investment strategy that rewards patience and discipline over speculation. He looks for what he calls “hidden gems” that are undervalued today but have a long track record of profitability—companies like Coca-Cola, Johnson & Johnson, and Procter & Gamble, which have raised their dividends for 60+ years. “These are mature businesses,” Kanwal explained. “They’ve been around for decades, they’re profitable, and they pay you regularly. That’s the kind of predictability investors near retirement should want.” Avoiding the Dividend Trap Kanwal shared an important lesson from his early investing years: don’t fall into what he calls the “dividend trap.” The trap happens when investors chase high dividend yields without looking at the company’s fundamentals. If a stock’s price drops sharply, its dividend yield may look attractive—but often it’s a warning sign. “One of my big mistakes was buying Washington Mutual,” he said. “The yield looked amazing—9%! But I ignored my own rules. The company went bankrupt.” Kanwal’s Rule #7 from his 12 Rules of Simply Investing addresses this exact issue: only invest in companies with a payout ratio of 75% or less. That means the company should be paying out no more than 75% of its earnings in dividends. Anything higher is unsustainable and could signal financial trouble. The Power of Compounding and Consistency For Kanwal, the beauty of dividend investing lies in its simplicity and long-term payoff. When a company increases its dividend year after year, your income grows without any extra effort. “It’s like giving yourself a raise every year—without working more hours,” he said. Companies like Coca-Cola and Johnson & Johnson have been increasing dividends for over 60 years. That kind of consistency, especially through multiple market downturns, gives investors confidence and stability. And it’s not just theory—Kanwal practices what he preaches. His own children began investing as teenagers, using money from birthday gifts to buy dividend-paying stocks. “Their first dividend was only $10,” he laughed, “but that $10 showed them what financial independence feels like.” The 12 Rules of Simply Investing Kanwal’s 12 Rules form the foundation of his investing philosophy. Here are a few highlights: Understand what the company does. If you can’t explain how a company makes money to a 12-year-old, skip it. Ask whether people will still use the company’s products 20 years from now. Look for a strong competitive advantage, or what Warren Buffett calls a “moat.” Stick with recession-proof companies that can continue paying dividends even during economic downturns. These simple rules, combined with patience and discipline, may help investors avoid emotional mistakes and focus on long-term wealth building. As Kanwal explains, dividend investing isn’t about getting rich overnight—it’s about creating steady, predictable income for life. Whether you’re still working or already retired, dividend investing is one of the many options on the table to explore with your investment portfolio. Investing in dividends includes risk of loss (as we talked about in this podcast) and possible loss of principle, so be sure to consult your advisor and understand how this strategy might impact your retirement. Links Buy Jeremy’s book – Retire Today: Create Your Retirement Master Plan in 5 Simple Steps SimplyInvesting.com  – Kanwal’s course, blog, and podcast episodes. The Simply Investing Dividend Podcast – Learn more about Kanwal’s 12 Rules and dividend investing principles. The 12 Rules of Simply Investing – Kanwal Sarai, Simply Investing FiveStepRetirementPlan.com – My free video course to help you create your retirement master plan. Don’t forget to leave a rating for the “Retire Today” podcast if you’ve been enjoying these episodes! Subscribe to Retire Today to get new episodes every Wednesday. Apple Podcasts: https://podcasts.apple.com/us/podcast/retire-today/id1488769337  Spotify Podcasts: https://bit.ly/RetireTodaySpotify About the Author: Jeremy Keil, CFP®, CFA® is a financial advisor in Milwaukee, WI, author of the bestseller Retire Today: Create Your Retirement Master Plan in 5 Simple Steps and host of both the Retire Today Podcast and Mr. Retirement YouTube channel Connect With Jeremy Keil: Keil Financial Partners LinkedIn: Jeremy Keil Facebook: Jeremy Keil LinkedIn: Keil Financial Partners YouTube: Mr. Retirement Book an Intro Call with Jeremy’s Team Media Disclosures: Disclosures This media is provided for informational and educational purposes only and does not consider the investment objectives, financial situation, or particular needs of any consumer. Nothing in this program should be construed as investment, legal, or tax advice, nor as a recommendation to buy, sell, or hold any security or to adopt any investment strategy. The views and opinions expressed are those of the host and any guest, current as of the date of recording, and may change without notice as market, political or economic conditions evolve. All investments involve risk, including the possible loss of principal. Past performance is no guarantee of future results. Legal & Tax Disclosure Consumers should consult their own qualified attorney, CPA, or other professional advisor regarding their specific legal and tax situations. Advisor Disclosures Alongside, LLC, doing business as Keil Financial Partners, is an SEC-registered investment adviser. Registration does not imply a certain level of skill or expertise. Advisory services are delivered through the Alongside, LLC platform. Keil Financial Partners is independent, not owned or operated by Alongside, LLC. Additional information about Alongside, LLC – including its services, fees and any material conflicts of interest – can be found at https://adviserinfo.sec.gov/firm/summary/333587 or by requesting Form ADV Part 2A. The content of this media should not be reproduced or redistributed without the firm’s written consent. Any trademarks or service marks mentioned belong to their respective owners and are used for identification purposes only. Additional Important Disclosures

Andrew Motiwalla explains how to prepare for long-term travel and how to incorporate travel into your retirement plan. When I sit down with people to talk about retirement, one of the first things I hear is, “I want to spend more time with my grandkids and I want to travel.” And while grandkids may not need much planning, travel does—especially if you want to do it in a way that truly enriches your retirement years. That’s why I was excited to sit down with Andrew Motiwalla, founder of The Good Life Abroad, on the Retire Today podcast. Andrew has spent 30 years in the travel industry and has built something unique for retirees who want more than just a quick trip. His company helps retirees live abroad for one or two months at a time, creating deeper, more immersive travel experiences. From Checklist Travel to Immersive Experiences Andrew described three “phases” of travel that many retirees experience. The first is what he calls checklist travel. This is when you finally make it to those bucket-list destinations—the Eiffel Tower, Machu Picchu, the Taj Mahal—and snap the pictures you’ve dreamed of for years. It’s exciting, it’s rewarding, and for many, it’s where retirement travel begins. But then comes phase two—intentional travel. This is when you begin asking bigger questions: Who am I? What do I really want out of retirement? Maybe you’ve always loved art and decide to spend a month in Florence studying Renaissance masterpieces. Or perhaps your family roots are in Poland, and you want to show your children and grandchildren where your story began. It’s travel with a deeper purpose. Finally, there’s immersive travel. This is when travel becomes more than just a trip—it’s part of your lifestyle. Retirees may take language or cooking classes at home, then use extended travel to practice and grow their skills. Instead of being tourists, they start to live like locals, even if just for a short time. Why Living Abroad Is Different One of the biggest differences Andrew sees between standard vacations and what The Good Life Abroad offers is time. When you live abroad for a month or two, you’re not rushing from one destination to another. You can settle into an upscale apartment, shop at local markets, and develop routines—like a favorite café or a walking route through your neighborhood. You start to feel part of the community. Just as important, Andrew’s company helps retirees avoid some of the biggest pitfalls of going it alone, such as loneliness or confusion about local customs. They provide a “community manager”—someone who knows both the local culture and the American mindset—to guide you to hidden gems like university concerts or local cooking classes. They also bring together a community of like-minded retirees, so you’re never traveling alone unless you want to be. The Benefits Go Beyond Travel What struck me most in this conversation is how immersive travel can actually help retirees find new meaning and identity. For decades, your sense of self may have come from your job or raising your family. In retirement, those roles shift. Travel—done with purpose—can fill that space. You might start to identify as a “traveler,” a “culture lover,” or an “art enthusiast.” And along the way, you’ll meet others who share that passion. This isn’t just about checking boxes; it’s about transformation. As Andrew put it, travel can be a vehicle for reinvention. Practical Considerations Of course, planning extended travel comes with questions. What about health care? What about visas? Andrew explained that for trips under 90 days, Americans can generally travel freely in most of Europe, and The Good Life Abroad includes travel medical insurance and access to English-speaking doctors in every city they serve. For longer stays, you may need to look into visas and local insurance, but for most retirees, a one- or two-month trip fits perfectly within the rules. And if you’re traveling solo, Andrew reassured us that this model works just as well. Many of their travelers are single—widowed, divorced, or just pursuing retirement independently—and the built-in community makes it easy to form new friendships and connections. Your Retirement, Your Way Whether you’re a lifelong learner eager to expand your horizons or simply someone who’s always wanted to “live like a local,” immersive travel may be one of the best gifts you can give yourself in retirement. As Andrew said, it’s never too late to keep learning, growing, and exploring. Retirement isn’t just about financial freedom—it’s about personal freedom. And travel, when done thoughtfully, can be one of the best ways to embrace that freedom. If you’ve ever dreamed of living abroad—even just for a month—this episode is for you. I invite you to listen to the full conversation with Andrew Motiwalla on the Retire Today podcast and start envisioning what your own “good life abroad” might look like. Don’t forget to leave a rating for the “Retire Today” podcast if you’ve been enjoying these episodes! Subscribe to Retire Today to get new episodes every Wednesday. Apple Podcasts: https://podcasts.apple.com/us/podcast/retire-today/id1488769337  Spotify Podcasts: https://bit.ly/RetireTodaySpotify Additional Links: The Good Life Abroad Andrew Motiwalla on LinkedIn Five Step Retirement Plan Connect With Jeremy Keil: Keil Financial Partners LinkedIn: Jeremy Keil Facebook: Jeremy Keil LinkedIn: Keil Financial Partners YouTube: Mr. Retirement Book an Intro Call with Jeremy’s Team Media Disclosures: Disclosures This media is provided for informational and educational purposes only and does not consider the investment objectives, financial situation, or particular needs of any consumer. Nothing in this program should be construed as investment, legal, or tax advice, nor as a recommendation to buy, sell, or hold any security or to adopt any investment strategy. The views and opinions expressed are those of the host and any guest, current as of the date of recording, and may change without notice as market, political or economic conditions evolve. All investments involve risk, including the possible loss of principal. Past performance is no guarantee of future results. Legal & Tax Disclosure Consumers should consult their own qualified attorney, CPA, or other professional advisor regarding their specific legal and tax situations. Advisor Disclosures Alongside, LLC, doing business as Keil Financial Partners, is an SEC-registered investment adviser. Registration does not imply a certain level of skill or expertise. Advisory services are delivered through the Alongside, LLC platform. Keil Financial Partners is independent, not owned or operated by Alongside, LLC. Additional information about Alongside, LLC – including its services, fees and any material conflicts of interest – can be found at https://adviserinfo.sec.gov/firm/summary/333587 or by requesting Form ADV Part 2A. The content of this media should not be reproduced or redistributed without the firm’s written consent. Any trademarks or service marks mentioned belong to their respective owners and are used for identification purposes only. Additional Important Disclosures

Discover how step 5 of building your retirement master plan can help you leave a lasting legacy while avoiding the big 3 retirement risks. When most people think about retirement planning, they picture saving money, managing investments, and planning income. But retirement is about more than how you live—it’s also about what you leave behind. And as I often remind my clients, it’s not what you leave them, it’s how you leave them that counts. This is Step 5 in creating your retirement master plan: Leave. This final step ensures that the legacy you leave for your loved ones is intentional, meaningful, and well-prepared. The Three Big Retirement Risks Before we talk about estate documents, let’s step back and consider the risks that could derail your retirement if you don’t prepare for them. I call these the big three retirement risks: Living too long – Longevity sounds like a blessing, but it’s also the great risk multiplier. The longer you live, the more time inflation, market volatility, and health care costs have to erode your nest egg. Planning for longevity means stress-testing your retirement plan to make sure it lasts, not just for the “average,” but well beyond. Dying too soon – The flip side of longevity is the possibility that you don’t live as long as you expect. If that happens, what will your spouse or loved ones face financially? Choices around Social Security, pensions, and survivor benefits often come down to one-time, permanent decisions. Make sure you’re considering how your choices will affect the person you might leave behind. Failing health – A long retirement increases the odds of needing significant health care or long-term care. Whether you choose insurance or a self-funding strategy, you need a long-term care plan. It’s not just about the money—it’s about who will help you, where care will happen, and how those decisions align with your values. Estate Planning: Protect and Pass On Once you’ve planned for the risks, you can move to estate planning, which I like to think of as your legacy protection plan. This has two main goals: Protect yourself and your spouse. Estate planning isn’t just about what happens after you’re gone. Powers of attorney for health care and finances, health care directives, and living wills are about protecting you while you’re still alive but may not be able to act for yourself. Make inheritance easy and tax-efficient. When you’re no longer here, the goal is to simplify the process for your heirs and minimize taxes. That usually involves a will and often a trust. But don’t overlook the importance of beneficiary designations—most retirement accounts, life insurance policies, and even bank accounts pass outside your will or trust. If your beneficiary forms don’t match your overall plan, your hard work can unravel quickly. It’s About More Than Money Leaving a legacy isn’t just about dollars—it’s about leaving clarity, direction, and peace of mind. Too many families are left to navigate confusion, disputes, and court battles because the planning wasn’t done ahead of time. By planning for risks, creating the right documents, and making thoughtful decisions, you can leave behind more than just assets—you can leave behind confidence, stability, and a sense of care for those you love. Don’t forget to leave a rating for the “Retire Today” podcast if you’ve been enjoying these episodes! Subscribe to Retire Today to get new episodes every Wednesday. Apple Podcasts: https://podcasts.apple.com/us/podcast/retire-today/id1488769337  Spotify Podcasts: https://bit.ly/RetireTodaySpotify Additional Links: FiveStepRetirementPlan.com – Free video course to create your retirement master plan. JeremyKeil.com – Learn more about my book Retire Today and find links to purchase. Leave a Legacy, Not a Mess – Estate Planning Guide (2025) with David Edey– Mr. Retirement YouTube Channel Step Zero of Creating Your Retirement Master Plan Step One of Creating Your Retirement Master Plan  Step Two of Creating Your Retirement Master Plan  Step Three of Creating Your Retirement Master Plan  Step Four of Creating Your Retirement Master Plan Connect With Jeremy Keil: Keil Financial Partners LinkedIn: Jeremy Keil Facebook: Jeremy Keil LinkedIn: Keil Financial Partners YouTube: Mr. Retirement Book an Intro Call with Jeremy’s Team Media Disclosures: Disclosures This media is provided for informational and educational purposes only and does not consider the investment objectives, financial situation, or particular needs of any consumer. Nothing in this program should be construed as investment, legal, or tax advice, nor as a recommendation to buy, sell, or hold any security or to adopt any investment strategy. The views and opinions expressed are those of the host and any guest, current as of the date of recording, and may change without notice as market, political or economic conditions evolve. All investments involve risk, including the possible loss of principal. Past performance is no guarantee of future results. Legal & Tax Disclosure Consumers should consult their own qualified attorney, CPA, or other professional advisor regarding their specific legal and tax situations. Advisor Disclosures Alongside, LLC, doing business as Keil Financial Partners, is an SEC-registered investment adviser. Registration does not imply a certain level of skill or expertise. Advisory services are delivered through the Alongside, LLC platform. Keil Financial Partners is independent, not owned or operated by Alongside, LLC. Additional information about Alongside, LLC – including its services, fees and any material conflicts of interest – can be found at https://adviserinfo.sec.gov/firm/summary/333587 or by requesting Form ADV Part 2A. The content of this media should not be reproduced or redistributed without the firm’s written consent. Any trademarks or service marks mentioned belong to their respective owners and are used for identification purposes only. Additional Important Disclosures