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
Boomer Grandma With A Little Edge With Shannon Nelson
Happiest Retirees
51 minutes
11 months ago
Boomer Grandma With A Little Edge With Shannon Nelson
Every generation tends to blame the one prior for its problems. Right now, the Baby Boomers are taking most of the heat. Today’s guest empathizes with the premise, but she has a few notes.
Inspired by her own family's intergenerational dynamics, Shannon Nelson’s musings about the clash between Boomer and Millennial parenting styles spilled over onto social media. And, well, apparently, a lot of people online can relate. She now has 144,00 followers on Instagram and 52,000 on TikTok. A grandmother of three on TikTok! Not exactly what she thought she’d be doing in retirement.
Shannon’s satirical and good-natured approach sheds light on the evolving language around mental health and the importance of setting boundaries—even when they sometimes go overboard. She has a great relationship with her family partly because she’s learned to keep some thoughts to herself. If she “zips it” about touchy topics like “weight loss,” she can get away with making fun of toddler bento box lunches.
So, even though there’s a chance she’ll trigger your childhood trauma, that is not her goal. She wants every generation to know that we’re all in this together, so we might as well have some laughs and enjoy the ride.
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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
