Broadcast live from RetireMeet in Bellevue, Don announces that after nearly four decades of Saturday radio shows, Talking Real Money will end its live radio run on March 28 and continue exclusively as a podcast. The episode features conversations with Joe Saul-Sehy of Stacking Benjamins and Morningstar’s Christine Benz about how people should approach retirement. The central theme is flipping the traditional process: design the life first and the money second. Guests emphasize “play-testing” retirement activities before leaving work, gradually transitioning into retirement rather than stopping abruptly, maintaining strong social connections, and keeping purposeful work or learning in later life. The discussion closes with Benz’s practical financial steps for retirement planning, including tracking spending, accounting for Social Security and pensions, and using flexible withdrawal strategies supported by fiduciary advice.

0:04 Live broadcast from RetireMeet in Bellevue and show introduction

2:58 Don announces the end of the Saturday live radio show after nearly 40 years

3:59 Transition to a podcast-only format beginning in April

4:43 How listeners can switch to listening via podcast apps or the website

6:41 Introduction of Stacking Benjamins host Joe Saul-Sehy

8:09 Discussion of Stacking Benjamins community meetup groups

9:25 Trivia detour about the $500 bill featuring William McKinley

9:36 Joe’s retirement philosophy: design the life first, then the financial plan

10:56 “Begin with the end in mind” when planning retirement

11:23 The concept of “play-testing” retirement activities before retiring

13:51 Warning about AI impersonation podcasts and fake financial shows

15:20 Joe Saul-Sehy’s career change after selling his advisory firm

16:37 Discovering a passion for teaching about money through media

17:33 Continuing meaningful work rather than fully retiring

18:07 Humor about a future podcast called “Two Old White Guys Waiting to Die”

18:48 Core message: experiment with retirement interests now

19:38 Christine Benz of Morningstar joins the conversation

21:04 Retirement as more than leisure—importance of purpose

21:59 Gradually transitioning into retirement during your 50s

22:58 Shaping work to emphasize what you enjoy most

24:21 Christine’s approach to scaling back work travel

26:22 Lifelong learning through podcasting and interviews

27:49 Whether it’s okay not to retire if you enjoy your work

28:27 Relationships and social connection as the key to retirement happiness

29:40 Introverts and maintaining meaningful friendships

30:05 Research on aging, happiness, and social environments

31:28 Discussion about the future of retirement communities

33:56 Christine’s three key financial steps before retirement

34:42 Calculating retirement spending and non-portfolio income

35:22 Safe withdrawal rates: 3.9% fixed vs flexible strategies near ~5.7%

36:09 The value of fiduciary financial advisors in retirement planning

Learn more about your ad choices. Visit megaphone.fm/adchoices

Retiremeet 2026 Part One