DiscoverRetire With Purpose - The Retirement Podcast535: Freedom After 50: The "Unforgivable Sin" in the Second Half of Life
535: Freedom After 50: The "Unforgivable Sin" in the Second Half of Life

535: Freedom After 50: The "Unforgivable Sin" in the Second Half of Life

Update: 2025-11-28
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Discover why the biggest barrier to deeper relationships after 50 isn't conflict — it's the certainty we cling to without even realizing it. 

In this episode, we discuss: 

  • Why certainty "hardens" as we age
  • How to navigate generational divides
  • How fear shapes our beliefs and actions
  • Viewing values as flexible filters vs. rigid rules

Today's article is from our very own blog titled, The "Unforgivable Sin" in the Second Half of Life: When Certainty Replaces Wonder. Listen in as Founder and CEO of Howard Bailey Financial, Casey Weade is joined by Les McDaniel to discuss how to bridge generational divides, and how flexible values can open the door to more meaningful connections.

Show Notes: HowardBailey.com/535

📧 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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535: Freedom After 50: The "Unforgivable Sin" in the Second Half of Life

535: Freedom After 50: The "Unforgivable Sin" in the Second Half of Life

Casey Weade