Retire With Purpose: The Retirement Podcast

Many of us spend decades climbing Maslow's pyramid — seeking security, comfort, and experiences — only to realize that the top is where true joy lives.  Join us as we explore the “Happiness Hierarchy” and why lasting fulfillment comes not from what you buy or where you travel, but from who you become.  In this episode, we discuss:  How to shift from “having enough” to “becoming more” Why Maslow's hierarchy is often misunderstood The three levels of happiness Why reflection unlocks the freedom to become Today's article is from Jordan Grumet blog titled Rethinking Maslow. Listen in as Founder and CEO of Howard Bailey Financial, Casey Weade is joined by Les McDaniel to explore the “Happiness Hierarchy. Show Notes: HowardBailey.com/523

Living longer is one thing. Living well is another. In Part 2 of my conversation with Dr. Bobby Dubois, we unpack the final three pillars of his blueprint for longevity: mind-body harmony, heat & cold exposure, and social relationships. Dr. Bobby explains why practices like meditation, breathwork, and even walking in nature can calm the brain and lower anxiety. We also explore the science-backed benefits of sauna and cold plunging—and what's hype versus what's real. Finally, we uncover why social connection is the single strongest predictor of living a long, healthy, and fulfilling life. If you want practical, evidence-based ways to boost your health, not just your longevity, this episode shows you how to put it all together. In this podcast interview, you'll learn: How meditation and breathwork improve brain and heart health. Why saunas reduce risk of heart attack and stroke. The science behind cold plunges and their impact on mood and happiness. Why social connection is the strongest predictor of longevity, even more than exercise. How to be your own “quarterback” for health and wellness instead of hiring multiple coaches and gurus. Show Notes: HowardBailey.com/522

What can ancient wisdom teach us about modern retirement? From budgeting with freedom to preparing for life's surprises, tackling debt, planning wisely, and redefining generosity in retirement, insights of the past can show how true wealth goes beyond dollars.  In this episode, we discuss:  The importance of having a budget, even in retirement Emergency fund: How much do you need? Debt and dependence Generosity in retirement: Stewardship, legacy planning, and the “Die with Zero” philosophy Today's article is from our very own blog post titled, Five Timeless Proverbs for a Wise and Wealthy Retirement. Listen in as Founder and CEO of Howard Bailey Financial, Casey Weade, breaks down the article and provides thoughtful insights and advice on how it applies to your unique financial situation. Show Notes: HowardBailey.com/521

Today, I'm speaking with Dr. Bobby Dubois. Dr. Bobby is a Harvard-educated physician, Board-Certified in Internal Medicine with over 25 years of experience. He's an author, entrepreneur, wellness doctor, and Ironman Triathlete. Most recently, he led a health policy research organization in Washington, D.C. (National Pharmaceutical Council) as its Chief Science Officer and Executive Vice President. Prior to that, he served as the Chief Medical Officer of Cerner Life Sciences and co-founded Proto Care Sciences. He's the host of the Live Long and Well podcast and has made it his mission to help others cut through the noise and live longer with more energy as they age. The simple fact is, most retirees and pre-retirees want more time, energy, and independence to enjoy the life they've worked so hard to build. However, the reality is that longevity without good health won't achieve the lifestyle that most retirees envisioned during their working years. In part 1 of this 2-part conversation, we delve into the life-extending benefits of aerobic exercise, the scientific advantages of consistent sleep, and the surprising role of relationships in promoting increased longevity. Dr. Bobby outlines his six pillars of health and explains how to apply them in retirement. And here's the good news: it's never too late to start. In its simplest form, his advice is strikingly similar to what you'd hear from a financial advisor: It's much better to start saving and exercising young, but it's never too late to start. If you want to live not only longer, but better, this episode provides a clear path and roadmap to get there. GET A FREE COPY OF DR. BOBBY DUBOIS' E-BOOK, HOW TO LIVE LONG AND WELL Here's how: Step 1: Subscribe to the podcast and leave an honest rating & review on iTunes. Step 2: Text the word BOOK to 888-599-4491, and we'll send you a link to claim your free copy! In this podcast interview, you'll learn: Why exercise is the most powerful lever for longevity. The six pillars of health that drive longevity and overall wellness. Why it's never too late to start strength training and the surprising results from those who start later in life. The importance of a good sleep and tips to make it happen consistently. How sleep clears toxins from the brain and extends healthspan. How to diagnose the placebo effect to know when changing routines is working or not. Why social connection is just as important as diet and exercise. Show Notes: HowardBailey.com/520

Retirement isn't the end — it's your greatest opening. Join us as we explore how to break free from old stories, embrace wisdom, and turn life's challenges into a legacy of meaning and impact.   In this episode, we discuss:  Why lifequakes = growth Fluid vs. crystallized intelligence How to redefine success in retirement The role of curiosity and engagement Today's article is from our very own blog post titled, Freedom After 50: Break Free from Your Old Story and Shape the Wisdom That Lasts. Listen in as Founder and CEO of Howard Bailey Financial, Casey Weade is joined by Les McDaniel to explore how to transform lifequakes into growth, embrace wisdom, and redefine success with curiosity, engagement, and lasting impact. Show Notes: HowardBailey.com/519

Most financial plans focus on how your investments perform, but what about the risks to your income along the way? Join us as we unpack groundbreaking research that shows why traditional retirement calculators and rules of thumb may be leaving you exposed.     In this episode, we discuss:  Traditional planning gaps The three types of income risk Risk Capacity vs. Need vs. Attitude Retirement “buffering” The Retirement Red Zone Today's article is from Morningstar, titled The Importance of Incorporating Income Risk Into Financial Planning. Listen in as Founder and CEO of Howard Bailey Financial, Casey Weade, breaks down the article and provides thoughtful insights and advice on how it applies to your unique financial situation. Show Notes: HowardBailey.com/518

Why do so many retirees struggle to find fulfillment after leaving the workforce, and how do they break free from the traps of status, constant pleasure-seeking, and busywork? Together, we unpack practical strategies for moving beyond milestones to craft a retirement rich in purpose, connection, and legacy.  In this episode, we discuss:  The “need for next” mindset Five common non-financial retirement traps The “good enough” principle How to avoid pleasure-only living and flow with life's seasons Today's article is from Mr-Stingy.com titled The Need for Next. Listen in as Founder and CEO of Howard Bailey Financial, Casey Weade is joined by Les McDaniel to explore strategies to embrace purpose, connection, and legacy in retirement. Show Notes: HowardBailey.com/517

Inflation is unpredictable—and it doesn't care what the experts think. Join us as we explore why traditional forecasting fails, how real assets like real estate and commodities can act as powerful inflation hedges, and whether Bitcoin truly deserves its "digital gold" title.   In this episode, we discuss:  Consumer vs. professional inflation expectations What it means to leverage “Real Assets” as a hedge Why equities still matter The role of diversification A planning framework to help safeguard against inflation Today's article is from the CFA Institute blog titled, Mind the Inflation Gap: Hedging with Real Assets. Listen in as Founder and CEO of Howard Bailey Financial, Casey Weade, breaks down the article and provides thoughtful insights and advice on how it applies to your unique financial situation. Show Notes: HowardBailey.com/516

Today's guest is Dr. Daniel Crosby, a leading psychologist and behavioral finance expert who helps individuals and organizations understand how our thoughts, emotions, and behaviors intersect with the markets—and ultimately, our sense of purpose.  He serves as Chief Behavioral Officer at Orion Advisor Solutions and is the bestselling author of The Soul of Wealth: 50 Reflections on Money and Meaning. He's been recognized by AARP and Monster.com as a top financial thinker and is the host of the Standard Deviations podcast. Daniel was on the podcast back in 2020, and I'm thrilled to have him back on the podcast to explore how uncertainty continues to shape investor behavior and how political biases can derail sound investment decisions. We discuss the psychological toll of financial news overload, why tuning out the noise is essential, and the critical importance of focusing on the controllable aspects of wealth-building. In our conversation, you'll hear Daniel explain why wealth alone doesn't lead to fulfillment—and how retirees, despite having ultimate time freedom, often struggle with depression and a lack of direction. He shares the five facets of a flourishing life and offers a fresh lens on using fear as a spotlight for opportunity.  Daniel's last appearance on the pod was fantastic, and I think this conversation is even better, so you won't want to miss it! GET A FREE COPY OF DANIEL CROSBY'S NEW BOOK, THE SOUL OF WEALTH: 50 REFLECTIONS ON MONEY AND MEANING Here's how: Step 1: Subscribe to the podcast and leave an honest rating & review on iTunes. Step 2: Text the word BOOK to 888-599-4491, and we'll send you a link to claim your free copy! In this podcast interview, you'll learn: Why uncertainty continues to drive market volatility—and how investors respond emotionally. How our political views can unconsciously distort our financial decisions. What to do when “too much time freedom” becomes a burden in retirement. How to identify and rewrite harmful financial scripts passed down from past generations. The five essential ingredients of a purpose-filled life after retirement. Why your relationship with money needs to evolve once you “have enough.” Show Notes: HowardBailey.com/515

What if true wealth isn't just about how much you've saved, but how wisely you're living? Join us as we explore the WiseWealth Matrix, a tool built on six life “currencies” that go far beyond money.  In this episode, we discuss:  The WiseWealth Framework Wealth vs. Wisdom currencies The 4 zones of the Matrix And, an exciting announcement! Today's article is from our very own blog post titled Freedom After 50: Why Change Feels So Hard and How WiseWealth Helps You Face It. Listen in as Founder and CEO of Howard Bailey Financial, Casey Weade is joined by Les McDaniel to explore how to live wisely, not just save wisely.  Show Notes: HowardBailey.com/514

What does the “One Big Beautiful Bill Act” mean for your retirement? Find out how the latest tax legislation—from permanent TCJA extensions to surprising changes in charitable giving, Social Security taxation, 529 plan use, and more—could affect your tax strategy for years to come. In this episode, we discuss: Updated inflation adjustments Capital gains nuance Enhanced standard deduction for seniors Social Security misconceptions New “below-the-line" deductions Today's article is from the Kitces.com blog titled, Breaking Down The “One Big Beautiful Bill Act”: Impact Of New Laws On Tax Planning. Listen in as Founder and CEO of Howard Bailey Financial, Casey Weade, breaks down the article and provides thoughtful insights and advice on how it applies to your unique financial situation. Show Notes: HowardBailey.com/513

Have you ever held on to something just because you've “put too much into it to let it go”? Many of us fall into the sunk cost fallacy trap—the quiet force that keeps us tied to the past. Whether it's a house full of memories that no longer fits your lifestyle, a career that defined your identity for decades, or a friendship that's no longer life-giving, this conversation will help you identify what might be holding you back—and, more importantly, how to move forward.  In this episode, we discuss:  How sunk costs can go far beyond money Why letting go = gaining freedom 3 strategies to overcome the sunk cost fallacy KHIs vs. KPIs Today's article is from The Critical Thinker titled The Sunk Cost Fallacy and How It Influences Our Decisions. Listen in as Founder and CEO of Howard Bailey Financial, Casey Weade is joined by Les McDaniel to unpack the sunk cost fallacy and how it quietly holds retirees back. Show Notes: HowardBailey.com/512

Are your Required Minimum Distributions (RMDs) setting you up for failure? Find out how sequence of returns risk combines with RMD rules to create a hidden hazard—and how smart planning, asset allocation, and timely Roth conversions can help you sidestep it.   In this episode, we discuss:  Why RMDs are self-regulating The RMD tax chain reaction Why withdrawal timing and asset allocation matters The power of Roth conversions Today's article is from the Best Interest blog titled, RMDs + Sequence Risk = Retirement Destruction? Listen in as Founder and CEO of Howard Bailey Financial, Casey Weade, breaks down the article and provides thoughtful insights and advice on how it applies to your unique financial situation. Show Notes: HowardBailey.com/511

Today, I'm speaking with William Bernstein. Bill is a renowned investment advisor, author, and retired neurologist. He's the co-founder of Efficient Frontier Advisors, a leading voice in the world of personal finance, and the author of several acclaimed books, including The Four Pillars of Investing, The Investor's Manifesto, and The Intelligent Asset Allocator.  With a unique background in neurology and finance, Bill brings a practical and evidence-based perspective to long-term investing, risk management, and financial behavior—especially for retirees and those nearing retirement. You'll hear why Bill believes the purpose of money isn't to buy things—it's to purchase autonomy, time, and peace of mind. In our conversation, we explore what it really means to "win the game" of investing—and why continuing to play after you've won could jeopardize your retirement security. Bill breaks down the risks investors often overlook, including deep risk versus shallow risk, the need versus capacity and tolerance framework, and why having a basic understanding of financial history is an underrated skill set. They also discuss how aging affects investment decisions, how burn rate should influence equity allocation, and why a purposeful retirement plan extends far beyond growing net worth.  GET FREE ACCESS TO WILLIAM BERNSTEIN'S BOOK TITLED, THE FOUR PILLARS OF INVESTING Here's all you have to do... Step 1.) Subscribe to the podcast and leave an honest rating & review over on iTunes. Step 2.) Text the word BOOK to 866-599-4491 and we'll make sure you get signed up for free. It's that simple! In this podcast interview, you'll learn: Why investors should reduce risk once they've “won the game”—and what that means in real terms. The critical differences between deep risk and shallow risk, and how to guard against both. How age and withdrawal rate should shape your stock-to-bond ratio in retirement. Why Treasury Inflation-Protected Securities (TIPS) can play a key role in risk management. The emotional traps investors fall into—and why historical financial knowledge is a great asset. What purpose in retirement really looks like—and why forging connections may be more valuable than money. Show Notes: HowardBailey.com/510

What if your greatest growth in retirement didn't come from doing more—but from finally sitting with who you are? Throughout this discussion, we explore the concept of the “shadow self”—the parts of yourself that you may avoid, hide, or ignore—and how bringing light to these areas can lead to true peace and deeper connection in the second half of life.  In this episode, we discuss:  How unresolved emotional patterns can impact health, relationships, and joy Why it's important to take inventory of the roles you've been praised for How to leverage retirement as a mirror and own where you're out of alignment Today's article is from our very own blog post which you can find here. Listen in as Founder and CEO of Howard Bailey Financial, Casey Weade is joined by Les McDaniel to explore how embracing your “shadow self” can lead to deeper peace and fulfillment in retirement.  Show Notes: HowardBailey.com/509

What if you did everything “right” in retirement, but were still left surprised? That's exactly what happened to Fritz Gilbert, one of our favorite past podcast guests. In this episode, we unpack his recent article, “My Biggest Surprise in Retirement,” and explore why his carefully planned Roth conversions didn't make the impact he expected. This conversation is for anyone who wants to stay in the driver's seat—no surprises, no backseat driving from Uncle Sam—just thoughtful, purpose-driven planning.  In this episode, we discuss:  Why Roth conversions may not reduce your tax-deferred balance as expected Why waiting until retirement to convert might be too late Strategic conversions = lower RMDs, Medicare premiums, and taxes for heirs The ripple effects of taxes: Medicare IRMAA, Social Security, legacy Today's article is from The Retirement Manifesto blog titled, My Biggest Surprise in Retirement. Listen in as Founder and CEO of Howard Bailey Financial, Casey Weade, breaks down the article and provides thoughtful insights and advice on how it applies to your unique financial situation. Show Notes: HowardBailey.com/508

In this powerful follow-up episode, Casey Weade and Certified Retirement Coach Les McDaniel return to explore the deeper question behind advice-seeking: Are you truly looking for direction, or for alignment with your values? Drawing from real-life coaching stories, they unpack six invitations to help you pause, reflect, and realign your financial decisions with your life's purpose.   In this episode, we discuss:  How to ask better questions Ways to elevate your emotional awareness How to separate valuable advice from projection-based advice Today's article is from our very own blog post which you can find here. Listen in as Founder and CEO of Howard Bailey Financial, Casey Weade is joined by Les McDaniel to explore how aligning advice with your core values leads to better financial decisions. Show Notes: HowardBailey.com/507

If you're like many retirees we meet with, you may struggle to spend confidently in retirement, even when you've saved enough. Here, we explore a potential strategy: an alternative to the annuity-based "License to Spend" model.     In this episode, we discuss:  The dynamics of underspending in retirement How to apply the “Funded Status Metric” and “Surplus Bucket” to your income plan Pros and cons of leveraging this strategy A refresher of the “Funded Ratio” How to find an income strategy that aligns with your values Today's article is from Advisor Perspectives titled, Use the Funded Status Metric & A ‘Surplus Bucket' to Increase Spending in Retirement. Listen in as Founder and CEO of Howard Bailey Financial, Casey Weade, breaks down the article and provides thoughtful insights and advice on how it applies to your unique financial situation. Show Notes: HowardBailey.com/506

Understanding your own story is the missing link between receiving advice and applying it meaningfully. If you've ever felt stuck between wanting direction and feeling overwhelmed by options, this episode offers a practical path toward clarity, purpose, and peaceful resilience.  In this episode, we discuss:  Advice vs. application A 3-step advice framework Advice overload Why incomplete context = incomplete advice Today's article is from our very own blog post which you can find here. Listen in as Founder and CEO of Howard Bailey Financial, Casey Weade is joined by Les McDaniel to discuss how knowing your story can turn generic advice into meaningful action. Show Notes: RetireWithPurpose.com/505

Today, I'm speaking with Dr. Ross Andel. Dr. Andel is a gerontologist, professor, and director of the PhD program at Arizona State University. Ross has spent decades researching aging, memory, and lifestyle-related cognitive health risks. In 2023, he was elected a lifetime fellow of the American Association for his achievements in the study of risk factors for age-related cognitive decline for Alzheimer's disease and other types of dementia. Dr. Andel explains how daily routines and purpose directly impact brain function and why some retirees experience faster cognitive decline than others. He shares his findings from several international studies—including his viral TED Talk, "Is Retirement Bad for Your Brain?"—and delves into why your post-retirement plan matters just as much as your financial one.  In our conversation, you'll hear why those who retire from high-level managerial careers may be at greater risk for faster cognitive decline in retirement, how volunteering and pursuing new hobbies improves brain function and Dr. Andel's poignant advice for anyone who is a caretaker for a loved one that is suffering from dementia or Alzheimer's. In this podcast interview, you'll learn: Why retirement without purpose can accelerate cognitive decline—and how to avoid the retirement trap. The connection between high-engagement careers and faster post-retirement mental decline. What research says about sleep, supplements, and cardiometabolic health for brain function. How race, gender, and job complexity influence cognitive aging differently. Why routine, exercise, and meaningful engagement are essential to brain longevity. Show Notes: RetireWithPurpose.com/504

After a sharp rebound in the market, you may still feel the lingering effects of recent volatility. But before the next tide of turmoil, now is an ideal time to deploy the "Sleeping Point" Strategy: adjusting your portfolio to a level where you can sleep soundly at night.  In this episode, we discuss:  The importance of reducing risk before panic How to embrace proactive planning The danger of over-investing How (and when) to stress test your portfolio Today's article is from Pearl's Prime Cuts blog titled, A Good Time for the Sleeping Point Story. Listen in as Founder and CEO of Howard Bailey Financial, Casey Weade, breaks down the article and provides thoughtful insights and advice on how it applies to your unique financial situation. Show Notes: RetireWithPurpose.com/503

You're encouraged to save, delay gratification, and be disciplined with your spending—but what happens when that mindset becomes a roadblock in retirement?   In this episode, we discuss:  The psychology of postponement How to unwind a lifetime of discipline The “Joy Budget” concept Tools to reframe spending Today's article is from The Wall Street Journal titled, The Downside of Delayed Gratification. Listen in as Founder and CEO of Howard Bailey Financial, Casey Weade is joined by Les McDaniel to discuss how to shift from saving mode to truly living in your retirement years. Show Notes: RetireWithPurpose.com/502

What does your future retirement look like? Whether your path includes unexpected challenges, careful frugality, or joyful surprises, it's vital to prepare for known unknowns, and build a resilient future that adapts to life's curveballs.  In this episode, we discuss:  Why retirement isn't linear How to plan for different potential retirement futures Lifequakes vs. Deep Risk The PESTLE framework for strategic thinking Today's article is from Kiplinger titled, The 'Rule of Four Futures' in Retirement. Listen in as Founder and CEO of Howard Bailey Financial, Casey Weade, breaks down the article and provides thoughtful insights and advice on how it applies to your unique financial situation. Show Notes: RetireWithPurpose.com/501

Do you ever experience those moments when something doesn't feel quite right? Your body and spirit have ways of alerting you when it's time for recalibration, often with persistent whispers that grow louder the longer you ignore them.    In this episode, we discuss:  The power of listening to your intuition Daily actions that can reconnect you to your purpose How negativity impacts you physically The importance of recognizing simple joys Today's article is from our very own blog post titled, When Life's GPS Recalculates: Six Crucial Signs You're Ready for a New Direction. Listen in as Founder and CEO of Howard Bailey Financial, Casey Weade is joined by Les McDaniel to recognize those inner signals and take aligned action to restore balance. Show Notes: RetireWithPurpose.com/500

Today, I'm thrilled to welcome David Blanchett back to the podcast. David is the Managing Director and Head of Retirement Research at PGIM DC Solutions and one of the most respected voices in retirement income planning today. You've likely come across his work in Morningstar, Kiplinger, and our Weekend Reading series—and for good reason. His research has earned accolades from nearly every major financial planning organization. In our conversation, we picked up where we left off back in Episode 55 with David's groundbreaking research on retirement spending patterns and adapting it to today's environment of elevated interest rates and persistent inflation. From challenging the idea of a "retirement crisis" that is making headlines everywhere to rethinking the 4% retirement income rule, David helps us distill the data and build income strategies grounded in behavioral and financial realities. In our conversation, we discuss the value and confidence that guaranteed lifetime income annuities provide retirees and how inflation concerns are impacting spending patterns. If you're planning your retirement or considering an adjustment to your current plan, this episode is packed with insights to help you spend your hard-earned dollars with confidence and design a secure and fulfilling retirement. In this podcast interview, you'll learn: Why “retirement crisis” is an overused headline—and why “challenge” is the better word. What David's research reveals about how real retirees spend—and why most don't adjust spending for inflation as expected. Why a 5% withdrawal rate may be more appropriate than 4% in today's interest rate environment. The behavioral power of guaranteed income—and how it gives retirees the freedom to actually enjoy their savings. How to build inflation hedges into your portfolio using tools like TIPS, annuities, and real assets. Show Notes: RetireWithPurpose.com/499

How can you use the recent market crisis to refine both your portfolio and your character?  In this episode, we discuss:  Why times of turmoil are opportunities for personal growth How to reinterpret stressors as forward-thinking steps Inaction vs. action: How to decide which is best for your portfolio amidst times of turmoil Today's article is from Forbes titled, Waiting Wisely: Cultivating Character Amid Market Chaos. Listen in as Founder and CEO of Howard Bailey Financial, Casey Weade, breaks down the article and provides thoughtful insights and advice on how it applies to your unique financial situation. Show Notes: RetireWithPurpose.com/498

True financial and personal well-being requires alignment between your money, values, and purpose. But how do you bridge the gap between merely accumulating wealth and living a life rich with meaning?  In this episode, we discuss:  The 50/30/20 Rule and how to align it with your values Debt ratios: Is your debt for survival or for status? Meaningful vs. meaningless time in retirement The Satisfaction Ratio and how it can help you live a more joyful life Today's article is from Mr-Stingy titled, The Ratios That Matter. Listen in as Founder and CEO of Howard Bailey Financial, Casey Weade, breaks down the article and provides thoughtful insights and advice on how it applies to your unique financial situation. Show Notes: RetireWithPurpose.com/497

Conventional financial wisdom encourages you to delay collecting Social Security benefits until age 70, but in certain cases, your “optimal” claiming age might actually be to pull benefits early.    In this episode, we discuss:  Factors that benefit filing early Your “breakeven” number of filing early vs. later How your rate of return should factor into your Social Security strategy Today's article is from Vanguard titled, Social Security: For Some, Early Claiming is Better. Listen in as Founder and CEO of Howard Bailey Financial, Casey Weade, breaks down the article and provides thoughtful insights and advice on how it applies to your unique financial situation. Show Notes: RetireWithPurpose.com/496

If you saw the amount of time you had left to live—whether it was one day or one year—how would you spend it? What would you worry about?    In this episode, we discuss:  How to let go of always trying to control your narrative Why the pursuit of contentment is greater than the pursuit of happiness 5 questions to help you find pure contentment in the present Listen in as Founder and CEO of Howard Bailey Financial, Casey Weade is joined by Les McDaniel to run through 5 questions that will help you find pure contentment by living in the now. Show Notes: RetireWithPurpose.com/495

Today, I'm speaking with Larry Swedroe. Larry is the former Chief Research Officer at Buckingham Strategic Wealth, an accomplished author with 18+ books on investing, and a true pioneer in evidence-based investing. He's also a well-known advocate for cutting through the financial media noise to focus on strategies that actually work. In Larry's latest book, Enrich Your Future: The Keys to Successful Investing, he distills decades of financial wisdom into 40 powerful stories that make investing principles easy to understand and apply. In our conversation, Larry shares the science behind behavioral finance and explains why most investors fall prey to emotional biases, media hype, and market timing traps. We also dive into why passive investing remains a leading strategy among investors, how to truly measure risk, and why a globally diversified portfolio beats stock-picking in the long run.  GET FREE ACCESS TO LARRY'S BOOK TITLED, ENRICH YOUR FUTURE: THE KEYS TO SUCCESSFUL INVESTING Here's all you have to do... Step 1.) Subscribe to the podcast and leave an honest rating & review over on iTunes. Step 2.) Text the word BOOK to 866-599-4491 and we'll make sure you get signed up for free. It's that simple! In this podcast interview, you'll learn: Why passive investing isn't just a trend—it's a game-changer for wealth-building. The biggest mistakes investors make and how to avoid them. The difference between risk and uncertainty, and why most investors get it wrong. Why the market is smarter than any single investor and what that means for your portfolio. How to structure an investment portfolio based on empirical research, not emotions. The surprising link between retirement, purpose, and mental health—especially for retired men. Show Notes: RetireWithPurpose.com/494

Are you feeling uneasy right now? If market turmoil is causing you stress, it's time to determine if your retirement plan is truly built for the unexpected.   In this episode, we discuss:  How a process can give you greater investment and financial control How to assess your liquid/safe reserves Tax and inflation protection opportunities brought by market volatility Today's article is from Morningstar titled, What Now? An Investor's To-Do List for Chaotic Markets. Listen in as Founder and CEO of Howard Bailey Financial, Casey Weade, breaks down the article and provides thoughtful insights and advice on how it applies to your unique financial situation. Show Notes: RetireWithPurpose.com/493

How would you rate yourself on the retirement readiness scale? When you understand where you are and how to proceed, you are more likely to feel elevated confidence to and throughout retirement.  In this episode, we discuss:  Financial vs. non-financial retirement readiness Why your income strategy is key Considerations for long term care insurance How to prepare for financial change in retirement Today's article is from The Retirement Manifesto titled, 3 Levels of Retirement Readiness: Where Do You Stand? Listen in as Founder and CEO of Howard Bailey Financial, Casey Weade, breaks down the article and provides thoughtful insights and advice on how it applies to your unique financial situation. Show Notes: RetireWithPurpose.com/492

Before you make your transition into retirement, it's important to dial in the ideal timing not just for your money, but your mind.  In this episode, we discuss:  Irrational reasons to not retire The “3 Cs” of retirement timing Family, health, and social considerations in retirement Listen in as Casey Weade is once again joined by Les McDaniel to explore the common irrational fears about retiring. To receive your FREE WISE Wealth Assessment worksheet, text WISE to 888-599-4491 Show Notes: RetireWithPurpose.com/491

Market volatility is inevitable. Whether you're 10 months or 10 years into retirement, it's vital to ask: is your investment strategy prepared?  In this episode, we discuss:  Why market volatility is necessary When down markets no longer become an opportunity How to avoid sequence of returns risk 4% withdrawal rule flaws Today's articles are from The Best Interest blog titled, Should I “Reset” Retirement Withdrawals in Bad Markets? and Are You Not Entertained?! Listen in as Founder and CEO of Howard Bailey Financial, Casey Weade, breaks down the article and provides thoughtful insights and advice on how it applies to your unique financial situation. Our Market Outlook Webinar is live! Visit https://bit.ly/4bmHkUb to register. Show Notes: RetireWithPurpose.com/490 Rate & Review the Podcast: RetireWithPurpose.com/review

For decades, you've been told that security is the key to a successful life; Work hard, save wisely, and one day, you'll be able to retire with peace of mind. But what if the very idea of security is holding you back?    In this episode, we discuss:  The power of a decision-making framework Pitfalls of delayed gratification Financial security disillusions Listen in as Casey Weade is once again joined by Les McDaniel to discuss challenges to the traditional notion of security as the key to a successful life. To receive your FREE WISE Wealth Assessment worksheet, text WISE to 888-599-4491 Our Market Outlook Webinar is live! Visit https://bit.ly/4bmHkUb to register. Show Notes: RetireWithPurpose.com/489 Rate & Review the Podcast: RetireWithPurpose.com/review

Today, I'm very excited to welcome Christine Benz back to the podcast. Christine is the Director of Personal Finance and Retirement Planning at Morningstar. She has become a trusted voice in the industry and has been recognized as one of Barron's Top 100 Most Influential Women in Finance and one of the Ten Most Influential Women in Wealth Management. She's also the co-host of The Long View and How to Retire podcasts where she brings a wealth of expertise and real-world insight to every conversation. In her newest book, How to Retire: 20 Lessons for a Happy, Successful, and Wealthy Retirement, Christine draws from her “Me Search” project and lays out practical strategies that help you transition from a lifetime of accumulation to a lifestyle rich in purpose and meaningful spending. In our conversation, Christine outlines the importance of practicing your retirement lifestyle before you fully commit. She explains how experimenting with sabbaticals and trial runs can help you strike the right balance between structure and flexibility. We discussed the movement of rethinking the traditional 4% rule with a bucket strategy—so you can build confidence in managing your cash flow and spending. GET FREE ACCESS TO CHRISTINE'S BOOK TITLED, HOW TO RETIRE: 20 LESSONS FOR A HAPPY, SUCCESSFUL, AND WEALTHY RETIREMENT Here's all you have to do... Step 1.) Subscribe to the podcast and leave an honest rating & review over on iTunes. Step 2.) Text the word BOOK to 866-599-4491 and we'll make sure you get signed up for free. It's that simple! In this podcast interview, you'll learn: Why testing your retirement lifestyle before you retire can save you stress later. How a balanced mix of routine and flexibility fuels a fulfilling daily life. Why rethinking the 4% rule with a bucket strategy builds spending confidence. How proactive long-term care planning can shield you from future costs. Why syncing your spending with your portfolio and other income sources reduces fear and anxiety. The smart steps women can take to overcome unique retirement challenges. Our Market Outlook Webinar is live! Visit https://bit.ly/4bmHkUb to register. Show Notes: RetireWithPurpose.com/488 Rate & Review the Podcast: RetireWithPurpose.com/review

Is it OK for you to bring debt into retirement? More specifically, what about your mortgage? To gain clarity, you must approach this decision from a financial and emotional perspective.  In this episode, we discuss:  Historical vs. potential future of mortgage rates Why a mortgage can be a valuable asset How to determine your mortgage value Today's article is from A Wealth of Common Sense titled, Should You Pay Off Your Mortgage Before Retirement? Listen in as Founder and CEO of Howard Bailey Financial, Casey Weade, breaks down the article and provides thoughtful insights and advice on how it applies to your unique financial situation. Our Market Outlook Webinar is live! Visit https://bit.ly/4bmHkUb to register. Show Notes: RetireWithPurpose.com/487 Rate & Review the Podcast: RetireWithPurpose.com/review

In retirement and beyond, strong social connections are at the heart of human happiness and fulfillment. But to create those solid relationships, you often need to learn how to dig deeper with your conversations.    In this episode, we discuss:  Why quality of relationships is crucial for longevity and happiness How the “Coin's Edge” philosophy helps you understand other points of view The importance of curiosity for growth How to have deeper conversations with the TALK acronym Today's article is from The Atlantic titled, Don't Make Small Talk. Think Big Talk. Listen in as Founder and CEO of Howard Bailey Financial, Casey Weade, breaks down the article and provides thoughtful insights and advice on how it applies to your unique financial situation. Our Market Outlook Webinar is live! Visit https://bit.ly/4bmHkUb to register. Show Notes: RetireWithPurpose.com/486 Rate & Review the Podcast: RetireWithPurpose.com/review

You want to ensure you have all your ducks in a row before entering retirement. Today, we're pulling back the curtain on the biggest retiree regrets so that they don't become yours too.  In this episode, we discuss:  Do you need to be a millionaire to retire? The Social Security “breakeven” number Pros and cons of bringing debt into retirement Preparing for a forced retirement Today's article is from The Retirement Manifesto titled, 5 Top Regrets of Retirees (and how to avoid them). Listen in as Founder and CEO of Howard Bailey Financial, Casey Weade, breaks down the article and provides thoughtful insights and advice on how it applies to your unique financial situation. Our Market Outlook Webinar is live! Visit https://bit.ly/4bmHkUb to register. Show Notes: RetireWithPurpose.com/485 Rate & Review the Podcast: RetireWithPurpose.com/review

What role does spirituality play in your life and how can it help you cultivate a purpose-driven retirement? Join us for a conversation about wisdom, the deeper truths that have endured across time, and why this is all central to a purposeful retirement. In this episode, we discuss: How spirituality and faith impact retirement When and where fear can impact happiness after 50 The importance of connecting with others who have different viewpoints Listen in as Casey Weade is once again joined by Les McDaniel to discuss the role of spirituality in shaping a purposeful retirement. To receive your FREE WISE Wealth Assessment worksheet, text WISE to 888-599-4491 Our Market Outlook Webinar is live! Visit https://bit.ly/4bmHkUb to register. Show Notes: RetireWithPurpose.com/484 Rate & Review the Podcast: RetireWithPurpose.com/review

Today, I'm joined by one of the country's most renowned tax and retirement distribution experts—Ed Slott. Ed is a CPA, best-selling author, and the founder of Ed Slott and Company. He's also the Professor of Practice at the American College of Financial Services and The Wall Street Journal has named him the best source for IRA advice. We discussed his latest book, The Retirement Savings Time Bomb Ticks Louder, which is the ultimate guide to reclaim control of your financial future. We also discussed how to navigate taxes in retirement, Roth conversion strategies, the future of tax rates, and why IRAs may be the worst asset to pass on to your beneficiaries. In our conversation, Ed weighs in on whether the new administration will extend the TCJA (Tax Cuts & Jobs Acct), the potential downsides of the extension, and why worrying about timing the market on Roth conversions isn't worth the stress. He always shares his expertise on why investors should take advantage of historically low tax rates while you can. GET FREE ACCESS TO ED'S BOOK TITLED, THE RETIREMENT SAVINGS TIME BOMB TICKS LOUDER Here's all you have to do... Step 1.) Subscribe to the podcast and leave an honest rating & review over on iTunes. Step 2.) Text the word BOOK to 866-599-4491 and we'll make sure you get signed up for free. It's that simple! In this podcast interview, you'll learn: Why most investors and advisors don't realize how much tax they'll owe on their retirement savings. The critical difference between tax preparation and tax planning—and why ignoring tax planning can cost thousands of dollars. The "sweet spot" years for Roth conversions—before RMDs kick in at age 73. The biggest mistakes people make with IRAs and 401(k)s and how to avoid unnecessary tax landmines. What Ed predicts will happen to the Tax Cuts & Jobs Acct and tax rates in the coming years. The power of life insurance as a tax-free legacy tool and why Ed personally uses it in his own planning. Our Market Outlook Webinar is live! Visit https://bit.ly/4bmHkUb to register. Show Notes: RetireWithPurpose.com/483 Rate & Review the Podcast: RetireWithPurpose.com/review

Are you living a life that reflects the legacy you want to leave behind? Join us as we wrap up our exploration of the Wise Wealth Matrix with this final installment.  In this episode, we discuss:  Why most legacies fail How to leverage the Wisdom & Wealth pillars for legacy planning How to activate legacy with impact Listen in as Casey Weade is once again joined by Les McDaniel to discuss the Wise Wealth Matrix and key insights on legacy planning and impact. To receive your FREE WISE Wealth Assessment worksheet, text WISE to 888-599-4491 Our Market Outlook Webinar is live! Visit https://bit.ly/4bmHkUb to register. Show Notes: RetireWithPurpose.com/482 Rate & Review the Podcast: RetireWithPurpose.com/review

If you want to spend your hard-earned dollars confidently in retirement, then you need an income plan that aligns with your personal goals.  In this episode, we discuss:  How income strategies have evolved Why retiree spending changes What makes an income strategy “flexible” How to know which income strategy is best for you Today's article is from Morningstar.com titled, The Best Flexible Strategies for Retirement Income. Listen in as Founder and CEO of Howard Bailey Financial, Casey Weade, breaks down the article and provides thoughtful insights and advice on how it applies to your unique financial situation. Our Market Outlook Webinar is live! Visit https://bit.ly/4bmHkUb to register. Show Notes: RetireWithPurpose.com/481 Rate & Review the Podcast: RetireWithPurpose.com/review

Are you using your net worth as a score card? Join us for Part 3 of our exploration of the Wise Wealth Matrix and find out how wisdom can help you redefine wealth as a tool for meaning, balance, and connection.  In this episode, we discuss:  3 cultural norms most distorted by modern society Risks associated with the pursuit of “more” Pros and cons of “hustle culture” How to live authentically Listen in as Casey Weade is once again joined by Les McDaniel to discuss the Wise Wealth Matrix and how applying wisdom can transform your perspective on wealth. To receive your FREE WISE Wealth Assessment worksheet, text WISE to 888-599-4491 Our Market Outlook Webinar is live! Visit https://bit.ly/4bmHkUb to register. Show Notes: RetireWithPurpose.com/480 Rate & Review the Podcast: RetireWithPurpose.com/review

It's that time of year again in the finance world; time to ring in this year's stock market predictions! Are analysts erring toward bull—or bear? We give you our take.  In this episode, we discuss:  How our past market predictions fared How today's market activity compares to the 90s Why we could be due for a correction How technological advancements can impact market activity Today's article is from Best Interest blog titled, The Oldest Bad Joke on Wall Street. Listen in as Founder and CEO of Howard Bailey Financial, Casey Weade, breaks down the article and provides thoughtful insights and advice on how it applies to your unique financial situation. Our Market Outlook Webinar is live! Visit https://bit.ly/4bmHkUb to register. Show Notes: RetireWithPurpose.com/479 Rate & Review the Podcast: RetireWithPurpose.com/review

Today, I'm thrilled to welcome Dr. Jordan Grumet back to the podcast. Jordan is the Associate Medical Director at Unity Hospice, a financial blogger, and the host of the Earn and Invest Podcast.  In his new book, The Purpose Code: How to Unlock Meaning, Maximize Happiness, and Leave a Lasting Legacy, he follows up his work in Taking Stock to explore how to make a mark, set goals that are meaningful to you, and create a map for anyone to find happiness. In our conversation, Jordan shares examples, exercises, and tools you can use to define and create meaning in your life right now. We talk about how finding meaning and purpose is accomplished by taking action and working towards it, and how Jordan's rules help turn your “purpose anchors” into forward momentum.  GET FREE ACCESS TO JORDAN'S BOOK TITLED THE PURPOSE CODE: HOW TO UNLOCK MEANING, MAXIMIZE HAPPINESS, AND LEAVE A LASTING LEGACY Here's all you have to do... Step 1.) Subscribe to the podcast and leave an honest rating & review over on iTunes. Step 2.) Text the word BOOK to 888-599-4491 and we'll make sure you get signed up for free. It's that simple! In this podcast interview, you'll learn: How an antique store owner who collected baseball cards taught Jordan the power of purpose, self-confidence and community. That finding your purpose after retiring can take months, and that's okay.  What makes talking about purpose so anxiety-inducing–and how Instagram and TikTok have made it worse.  Why we all need interpersonal connections and community.  How Jordan describes the difference between purpose and goals. Our Market Outlook Webinar is live! Visit https://bit.ly/4bmHkUb to register. Show Notes: RetireWithPurpose.com/478 Rate & Review the Podcast: RetireWithPurpose.com/review

How should you modify your portfolio for retirement? It doesn't take a one-size-fits-all approach, but let's begin with the basics.  In this episode, we discuss:  How your emergency fund might change in retirement Why your income strategy is key to retirement success How to fill for your income “gap” Asset vs. tax allocation The “tax oasis” Today's article is from The Retirement Manifesto titled, 10 Steps To Prepare Your Finances For Retirement. Listen in as Founder and CEO of Howard Bailey Financial, Casey Weade, breaks down the article and provides thoughtful insights and advice on how it applies to your unique financial situation. Our Market Outlook Webinar is live! Visit https://bit.ly/4bmHkUb to register. Show Notes: RetireWithPurpose.com/477 Rate & Review the Podcast: RetireWithPurpose.com/review

What does it mean to be wealthy and wise in mid-life? Join us for part 2 of our exploration of the Wise Wealth Blueprint and discover how to pave the way for an intentional, purpose-filled life.  In this episode, we discuss:  What it means to let wisdom drive your life  Three guiding principles of your purpose  What it means to have “radical resilience”  Listen in as Casey Weade is once again joined by Les McDaniel to discuss the Wise Wealth Blueprint and dig into three guiding principles of your purpose to enjoy freedom after 50. Our Market Outlook Webinar is live! Visit https://bit.ly/4bmHkUb to register. Show Notes: RetireWithPurpose.com/476 Rate & Review the Podcast: RetireWithPurpose.com/review

What does it mean to be wealthy and wise in mid-life? As part of our retirement coaching process, this is your opportunity to discover how to pave the way for an intentional, purpose-filled life by leveraging our Wise Wealth Blueprint.  In this episode, we discuss:  What it means to live in the “Freedom Zone” The power of “long life learning”   The three pillars of wealth  Listen in as Casey Weade is joined by Les McDaniel to reveal the Wise Wealth Matrix, and offer guidance on how to move from feeling stuck in the isolation zone, stress zone or comfort zone and into the freedom zone. Our Market Outlook Webinar is live! Visit https://bit.ly/4bmHkUb to register. Show Notes: RetireWithPurpose.com/475 Rate & Review the Podcast: RetireWithPurpose.com/review

What determines financial “success”? A major factor includes your ability to play financial defense and minimize the severity of potential investment failure.    In this episode, we discuss:   The definition of “investment risk” How to factor statistical anomalies into your investment plan What it means to mitigate risk in your retirement strategy Today's article is from Enterprising Investor titled, Low Probability of Loss: Why It Doesn't Equal Low Risk in Investing. Listen in as Founder and CEO of Howard Bailey Financial, Casey Weade, breaks down the article and provides thoughtful insights and advice on how it applies to your unique financial situation. Our Market Outlook Webinar is live! Visit https://bit.ly/4bmHkUb to register. Show Notes: RetireWithPurpose.com/474 Rate & Review the Podcast: RetireWithPurpose.com/review

With the 2024 presidential election now behind us, what does that mean for the future of tax policies, tax rates, and their impact on your lifelong savings?  In this episode, we discuss:   A brief history of tax policy changes Impact of the Tax Cuts and Jobs Act (TCJA) Potential results of the set TCJA 2026 expiration State and local taxes (SALT) cap changes Today's article is from Kitces.com titled, 2024 Election: Evaluating The Impact Of A (Likely) Republican Trifecta On The TCJA Sunset And Tax Planning. Listen in as Founder and CEO of Howard Bailey Financial, Casey Weade, breaks down the article and provides thoughtful insights and advice on how it applies to your unique financial situation. Our Market Outlook Webinar is live! Visit https://bit.ly/4bmHkUb to register. Show Notes: RetireWithPurpose.com/473 Rate & Review the Podcast: RetireWithPurpose.com/review