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
In the first part of our lives, we’re busy working toward a career. Then we’re busy doing it. By the time we’re done, we’ve gotten pretty good at whatever it is we do, so it can be pretty intimidating to try anything else. What if we’re terrible at it?
Carl and Diana Landau want all of us to embrace the idea of being a beginner. As co-authors of the Amazon best-seller Pickleball for Dummies and the team behind the I Used to be Somebody podcast and newsletter, they dedicate themselves to helping people take on new retirement challenges. That is . . . when they aren’t on the pickleball court.
Rather than fear the unknown, why not welcome the opportunity to try something new, more fun, and maybe even more meaningful? But don’t take my word for it; listen to Carl and Diana.
I get it. You used to be somebody. But now? You can be somebody even better.
00:00-Embrace Being a Beginner
03:54-No Gold Watches Here
07:34-A Season of Reinvention
10:49-Freedom to Explore Your Interests
14:15-Reframing Divorce
15:39-Try - and Quit - As Much As You Want
19:21-Core Pursuits
23:56-Make New Friends in Retirement
26:46-Daily Stretches with Felix
28:52-Don’t Wait - Travel!
31:36-I Used to be Somebody: World Tour
36:15-Reflect on Your Reinvention
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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
