Happiest Retirees

Helping 1,000,000 People Retire Happier

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.

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Call 800-805-6301 and leave a voicemail with your question for a chance to be featured on an upcoming episode.

 

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All Episodes

#34 – Boomer Grandma With A Little Edge

 Every generation tends to blame the one prior for its problems. Right now, the Baby B

#33 – MARTA: Public Transportation For Retirees

On my first date with my future wife, I picked her up in an Uber. I played it off as a rom

#32 – I Used To Be Somebody With Carl & Diana Landau

In the first part of our lives, we’re busy working toward a career. Then we’re busy do

#31 – The Federal Bureau of Happy Retirements with Jerri Williams

I’m a massive fan of books and movies about the FBI. If my wife sees me reading, she can

#30 – Carving Out A Spooky Retirement: Halloween With Ken Klinker

Ken Klinker loves carving pumpkins. He started doing it for his kids 30 years ago. He’d

#29 – In Between Songs: Gregg Russell Is Happy In Harbour Town

If you grew up in the South, you’ve probably heard Gregg Russell sing. If you were lucky

#28 – One-Year Anniversary Show

On this very special episode, Ryan breaks out his tuxedo and invites Producer Mallory into

#27 – Pelican Persistence and Glass-Ceiling Breakthroughs: Kathy Sperl-Bell’s Guide to Winning at Work and Retirement

Kathy Sperl-Bell has an abstract painting called “Dinner Time.” In it, a Pelican stare

#26 – The Biggest Risk Of All With George Jerjian

Albert Einstein once said, “Look deep into nature, and then you will understand everyt

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