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

#37 – Staying Social, Staying Sharp: Gail Zugerman On Growing Older With Gusto

Gail Zugerman is a podcaster, golfer, book club enthusiast, and advocate for aging with pu

#36 – An Open Mind On The Open Road: Traveling With Mike Taylor

Mark Twain may be the father of American literature. He’s got a million great quotes; ev

#35 – From Someday to Today: Retirement in Portugal With Cynthia Wilson & Craig Bjork

Chef Cynthia Wilson and Craig Bjork had envisioned retiring to Portugal "someday," but whe

#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

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