DiscoverRetire With Purpose - The Retirement Podcast517: Freedom After 50: The Need for Next—Finding Meaning Beyond Milestones
517: Freedom After 50: The Need for Next—Finding Meaning Beyond Milestones

517: Freedom After 50: The Need for Next—Finding Meaning Beyond Milestones

Update: 2025-08-22
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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

📧 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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517: Freedom After 50: The Need for Next—Finding Meaning Beyond Milestones

517: Freedom After 50: The Need for Next—Finding Meaning Beyond Milestones

Casey Weade