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Retire With Purpose - The Retirement Podcast

Casey Weade
Retire With Purpose - The Retirement Podcast
Latest episode

562 episodes

  • Retire With Purpose - The Retirement Podcast

    562: By the Numbers: Why Your Tax Refund Isn't What You Think

    01/05/2026 | 22 mins.
    Are you actually better off getting a tax refund, or is your brain tricking you into celebrating a financial loss?  
    Topics covered in this episode: 
    Tax refunds vs. tax liability: what actually matters
    Behavioral biases (framing, loss aversion, anchoring, etc.)
    Strategic tax planning vs. emotional decision-making
    Real-world examples from retirees and working families
    How to align tax strategy with long-term financial goals
    Today's article is from Best Interest blog titled We Are So Irrational (Literally) About Taxes. 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/562
    📧 WEEKEND READING FOR RETIREES: Receive CFP® insight on 4 hand-picked financial articles delivered straight to your Inbox each Friday: https://bit.ly/3OEdGgu 
    📅SCHEDULE YOUR PERSONAL FINANCIAL REVIEW: Book a 15-minute call with Howard Bailey Financial to see how the topics discussed here apply to your individual situation: https://bit.ly/3T6oNDB
    ABOUT HOWARD BAILEY FINANCIAL: Our mission is to help others gain clarity in purpose and elevate meaning in their lives through personal and practical financial strategies. Our Retire With Purpose™ Framework starts with establishing your unique financial philosophy — the true meaning and purpose for your money in retirement. Through continued education, one-on-one meetings, and a comprehensive team planning approach, we have helped retirees across the country secure their financial futures. And while we can't work with everyone, our goal is to provide value to everyone we meet. Our team of advisors and support specialists strive to deliver the very best experience in pre-retirement and retirement planning. Learn more about our process here: https://howardbailey.com/our-process
  • Retire With Purpose - The Retirement Podcast

    561: Freedom After 50: The 80% Rule That Could Change Your Retirement Timeline with Jordan Grumet, MD

    24/04/2026 | 18 mins.
    What if waiting until you're "fully ready" for retirement is actually costing you some of the best years of your life?  
    Topics covered in this episode: 
    The controversial "retire at 80%" framework
    Why most retirees don't run out of money
    The reality behind retirement spending patterns
    The emotional and psychological barriers to retiring
    Why time may be more valuable than financial certainty
    How to determine if you're closer to retirement than you think
    Today's article is from The Purpose Code blog titled, Retire at 80%. Listen in as Founder and CEO of Howard Bailey Financial, Casey Weade is joined by Jordan Grumet to explore the "retire at 80%" framework and why time may matter more than perfect financial certainty.
    Show Notes: HowardBailey.com/561
    📧 WEEKEND READING FOR RETIREES: Receive CFP® insight on 4 hand-picked financial articles delivered straight to your Inbox each Friday: https://bit.ly/3OEdGgu 
    📅SCHEDULE YOUR PERSONAL FINANCIAL REVIEW: Book a 15-minute call with Howard Bailey Financial to see how the topics discussed here apply to your individual situation: https://bit.ly/3T6oNDB
    ABOUT HOWARD BAILEY FINANCIAL: Our mission is to help others gain clarity in purpose and elevate meaning in their lives through personal and practical financial strategies. Our Retire With Purpose™ Framework starts with establishing your unique financial philosophy — the true meaning and purpose for your money in retirement. Through continued education, one-on-one meetings, and a comprehensive team planning approach, we have helped retirees across the country secure their financial futures. And while we can't work with everyone, our goal is to provide value to everyone we meet. Our team of advisors and support specialists strive to deliver the very best experience in pre-retirement and retirement planning. Learn more about our process here: https://howardbailey.com/our-process
  • Retire With Purpose - The Retirement Podcast

    560: By the Numbers: Can You Really Beat the Market by Avoiding the Worst Days?

    17/04/2026 | 26 mins.
    What if trying to avoid the market's worst days is actually one of the fastest ways to sabotage your retirement plan? 
    Topics covered in this episode: 
    Why best and worst market days often occur back-to-back
    The math of gains vs. losses — and why it's not equal
    The "lost decade" and what it teaches investors
    Why avoiding bad years matters more than avoiding bad days
    How reduced volatility strategies can stabilize retirement outcomes
    Today's article is from Morningstar titled You Can Beat the Stock Market by Avoiding Its Worst Days. But You Won't. 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/560
    📧 WEEKEND READING FOR RETIREES: Receive CFP® insight on 4 hand-picked financial articles delivered straight to your Inbox each Friday: https://bit.ly/3OEdGgu 
    📅SCHEDULE YOUR PERSONAL FINANCIAL REVIEW: Book a 15-minute call with Howard Bailey Financial to see how the topics discussed here apply to your individual situation: https://bit.ly/3T6oNDB
    ABOUT HOWARD BAILEY FINANCIAL: Our mission is to help others gain clarity in purpose and elevate meaning in their lives through personal and practical financial strategies. Our Retire With Purpose™ Framework starts with establishing your unique financial philosophy — the true meaning and purpose for your money in retirement. Through continued education, one-on-one meetings, and a comprehensive team planning approach, we have helped retirees across the country secure their financial futures. And while we can't work with everyone, our goal is to provide value to everyone we meet. Our team of advisors and support specialists strive to deliver the very best experience in pre-retirement and retirement planning. Learn more about our process here: https://howardbailey.com/our-process
  • Retire With Purpose - The Retirement Podcast

    559: How Dopamine Shapes Your Motivation, Happiness, and Purpose in Retirement with Michael Long

    13/04/2026 | 1h 3 mins.
    Today, I'm excited to welcome Michael Long to the podcast. Michael is a physicist-turned-writer and the co-author of the international bestseller The Molecule of More. His work explores one of the most powerful forces shaping our lives: the brain chemical dopamine — and how it influences motivation, ambition, and our constant drive for "more."
    Michael is also the author of Taming the Molecule of More: A Step-by-Step Guide to Making Dopamine Work for You. Over the course of his career, he has written speeches for members of Congress, presidential candidates, Fortune 10 CEOs, while also teaching at Georgetown University and producing award-winning screenplays.
    In our conversation, Michael explains why dopamine isn't actually the chemical that makes us happy, it's the chemical that makes us want more. More trips, more gadgets, more fun stuff on our phones. We discuss how this pursuit of "more" drives innovation and progress, but can also leave retirees feeling restless or unfulfilled if they're not careful.
    Michael also shares practical ways to recognize when dopamine is driving your decisions, how to create healthier habits that restore balance, and why learning to live more fully in the present moment can transform your experience of retirement.
    GET A FREE COPY OF MICHAEL'S BOOK, TAMING THE MOLECULE OF MORE
    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 dopamine isn't the "happiness chemical" — it's the chemical that drives our desire for more.
    How dopamine helped humans survive in a world of scarcity and danger.
    Why modern technology and social media can hijack your dopamine system.
    How retirees can redirect dopamine toward curiosity, purpose, and meaningful goals.
    The difference between dopamine (future-focused) and "here-and-now" brain chemicals.
    Simple habits that help reduce impulsive dopamine-driven decisions.
    Why learning to pause and appreciate the present moment can dramatically improve life satisfaction in retirement.
    Show Notes: HowardBailey.com/559
    📧 WEEKEND READING FOR RETIREES: Receive CFP® insight on 4 hand-picked financial articles delivered straight to your Inbox each Friday: https://bit.ly/3OEdGgu 
    📅SCHEDULE YOUR PERSONAL FINANCIAL REVIEW: Book a 15-minute call with Howard Bailey Financial to see how the topics discussed here apply to your individual situation: https://bit.ly/3T6oNDB
    ABOUT HOWARD BAILEY FINANCIAL: Our mission is to help others gain clarity in purpose and elevate meaning in their lives through personal and practical financial strategies. Our Retire With Purpose™ Framework starts with establishing your unique financial philosophy — the true meaning and purpose for your money in retirement. Through continued education, one-on-one meetings, and a comprehensive team planning approach, we have helped retirees across the country secure their financial futures. And while we can't work with everyone, our goal is to provide value to everyone we meet. Our team of advisors and support specialists strive to deliver the very best experience in pre-retirement and retirement planning. Learn more about our process here: https://howardbailey.com/our-process
  • Retire With Purpose - The Retirement Podcast

    558: By the Numbers: The Bucket Strategy vs. 60-40 - Who Really Wins?

    10/04/2026 | 25 mins.
    What if the strategy you trust most for retirement income is quietly costing you hundreds of thousands of dollars?  
    Topics covered in this episode: 
    The real driver behind outperformance
    Sequence of returns risk and the "retirement risk zone"
    Why rebalancing can help (or hurt) your long-term results
    The surprising case for increasing equity exposure over time
    Limitations of bonds in modern retirement portfolios
    How small tweaks can potentially add six figures to your retirement


    Today's article is from The Retirement Manifesto titled The 60/40 Portfolio vs. The Bucket Strategy. 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/558
    📧 WEEKEND READING FOR RETIREES: Receive CFP® insight on 4 hand-picked financial articles delivered straight to your Inbox each Friday: https://bit.ly/3OEdGgu 
    📅SCHEDULE YOUR PERSONAL FINANCIAL REVIEW: Book a 15-minute call with Howard Bailey Financial to see how the topics discussed here apply to your individual situation: https://bit.ly/3T6oNDB
    ABOUT HOWARD BAILEY FINANCIAL: Our mission is to help others gain clarity in purpose and elevate meaning in their lives through personal and practical financial strategies. Our Retire With Purpose™ Framework starts with establishing your unique financial philosophy — the true meaning and purpose for your money in retirement. Through continued education, one-on-one meetings, and a comprehensive team planning approach, we have helped retirees across the country secure their financial futures. And while we can't work with everyone, our goal is to provide value to everyone we meet. Our team of advisors and support specialists strive to deliver the very best experience in pre-retirement and retirement planning. Learn more about our process here: https://howardbailey.com/our-process

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About Retire With Purpose - The Retirement Podcast

Whether you are in retirement or have yet to make the transition, The Retire With Purpose podcast is a show designed to help you maximize your financial confidence and elevate your fulfillment in this chapter of life. Each week Casey Weade, a CERTIFIED FINANCIAL PLANNER™ and CEO of Howard Bailey Financial, discusses thoughts and ideas with some of today's foremost names in finance and retirement, as well as trending topics that could impact your bottom line. These strategies can help you make better financial decisions so you can live the lifestyle you've always imagined and deserve. Investment Advisory Services may be offered through Howard Bailey Securities, LLC, a registered investment adviser. Working with Howard Bailey Securities, LLC, cannot guarantee investment success or that specific financial goals will be achieved. For more information on professional designations, visit finra.org/investors/professional-designations. ©2026 HOWARD BAILEY FINANCIAL, INC.
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