As children, we’re all asked what we want to be when we grow up. We tend to see the decision as finite when it isn’t. The Happiest Retirees podcast refocuses the lens to ask, now that you’re grown up, what do you want to do? How do you want to reinvent yourself? Who do you want to be? By going straight to the source — the happy retirees themselves — we capture the essence and the stories of their post-career lifestyles. Where have they stumbled? Where have they triumphed? How did they discover the core pursuits and passions that get them out of bed in the morning?
Over the past decade, host Ryan Doolittle has worked with Wes Moss to research and produce two books, countless articles, the long-running Money Matters radio show, and his successful Retire Sooner podcast. He’s a writer and comedian living in Los Angeles. He’s been both unhappy and happy, and he prefers the latter.
00:00-You Can Do Just About Anything
03:29-Transitions & Empowering Older Adults in Tech
09:21-Mindset Matters
10:33-A Birthday Card Contest Turned Etsy Business
15:48-Tradeshows & Strategy
22:06-Immerse Yourself in Something Joyful
28:21-Retirement Rewirement
33:30-Practicality Problems
36:42-Ikigai!
40:50-Core Pursuits & Staying Active
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As children, we’re all asked what we want to be when we grow up. We tend to see the decision as finite when it isn’t. The Happiest Retirees podcast refocuses the lens to ask, now that you’re grown up, what do you want to do? How do you want to reinvent yourself? Who do you want to be? By going straight to the source — the happy retirees themselves — we capture the essence and the stories of their post-career lifestyles. Where have they stumbled? Where have they triumphed? How did they discover the core pursuits and passions that get them out of bed in the morning?
Over the past decade, host Ryan Doolittle has worked with Wes Moss to research and produce two books, countless articles, the long-running Money Matters radio show, and his successful Retire Sooner podcast. He’s a writer and comedian living in Los Angeles. He’s been both unhappy and happy, and he prefers the latter.
00:00-You Can Do Just About Anything
03:29-Transitions & Empowering Older Adults in Tech
09:21-Mindset Matters
10:33-A Birthday Card Contest Turned Etsy Business
15:48-Tradeshows & Strategy
22:06-Immerse Yourself in Something Joyful
28:21-Retirement Rewirement
33:30-Practicality Problems
36:42-Ikigai!
40:50-Core Pursuits & Staying Active
The Final Chapter: Retiree Reinvention & The Launch Of Tryin' Ryan
Happiest Retirees
14 minutes
7 months ago
The Final Chapter: Retiree Reinvention & The Launch Of Tryin' Ryan
In the final episode of the Happiest Retirees Podcast, we celebrate the show's journey and launch into our next adventure: the Tryin' Ryan YouTube series. Hear from vibrant retirees like Jill Smith Entrekin (author), Jerri Williams (FBI agent turned author/podcaster/Hollywood consultant), Johnny Hiles (pickleball enthusiast), and Andy Liepman (former CIA turned train conductor).
Transition from podcast listener to YouTube viewer! Follow the Retire Sooner Team channel on YouTube and watch Tryin' Ryan starting April 30th to fuel your post-career passion. Uncover your purpose, embrace new core pursuits, and start living your best retirement life today!
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Happiest Retirees
As children, we’re all asked what we want to be when we grow up. We tend to see the decision as finite when it isn’t. The Happiest Retirees podcast refocuses the lens to ask, now that you’re grown up, what do you want to do? How do you want to reinvent yourself? Who do you want to be? By going straight to the source — the happy retirees themselves — we capture the essence and the stories of their post-career lifestyles. Where have they stumbled? Where have they triumphed? How did they discover the core pursuits and passions that get them out of bed in the morning?
Over the past decade, host Ryan Doolittle has worked with Wes Moss to research and produce two books, countless articles, the long-running Money Matters radio show, and his successful Retire Sooner podcast. He’s a writer and comedian living in Los Angeles. He’s been both unhappy and happy, and he prefers the latter.
00:00-You Can Do Just About Anything
03:29-Transitions & Empowering Older Adults in Tech
09:21-Mindset Matters
10:33-A Birthday Card Contest Turned Etsy Business
15:48-Tradeshows & Strategy
22:06-Immerse Yourself in Something Joyful
28:21-Retirement Rewirement
33:30-Practicality Problems
36:42-Ikigai!
40:50-Core Pursuits & Staying Active