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.
Submit Your Question for an Upcoming Episode:
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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If you’re interested in being a guest on the podcast, submit your contact information and preferred topic here.
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All Episodes
#12 – The Purpose Driven Dilettante with Nancy Kruh
- 43 Mins
#11 – Wheels of Fortune with Dave Hogan
- 43 Mins
#10 – Serving up Pickleball Championships with Owen Mitchell
- 43 Mins
#9 – All Aboard! The Happy Retirement Train at the Santa Barbara Zoo
- 43 Mins
#8 – Motion is Lotion with Nancy Erwin
- 43 Mins
#7 – Multiple Streams of Talent with Phil Hendrie
- 43 Mins
#6 – Retirement Shock with Mike Drak
- 43 Mins
#4 – To Carnegie Hall and Beyond
- 43 Mins
#3 – Unbelievably Unretired with Richard Eisenberg
- 43 Mins
Happy Retirement Tools
Unlock your financial potential with our easy-to-use tools and calculators. 


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Learn where you fall amongst the happiest retirees with our Money & Happiness Quiz.