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.

 

If you’re interested in being a guest on the podcast, submit your contact information and preferred topic here.

Follow the Retire Sooner Team

All Episodes

#21 – Recession Blues to Ecuadorian Views: Edd and Cynthia’s Retirement Adventure

Edd and Cynthia Staton were on track for a happy retirement, but life had other plans. Th

#20 – From Cinema to Stables: A Retired Film Critic’s Heartwarming Horse Rescue with Michael Blowen

Michael Blowen loves “being old.” Those are his words, not mine! After years as a fil

#19 – Revisiting Multiple Streams of Talent with Phil Hendrie

*In the new documentary "Hendrie," some real heavy hitters, like Bill Hader, Judd Apatow,

#18 – Smokin’ Hot Community Service with Craig Miller

At nearly 70 years old, my guest, Craig Miller, is one of the oldest firefighters in the w

#17 – Projecting Runway Vibes with Nancy Volpe Beringer

Nancy Volpe Beringer made history as the oldest designer to ever appear on the hit show 

#16 – The Aloha Spirit with Dave Kenney

Don Ho, the famous Hawaiian singer, walked into Dave Kenney’s bar and said, “I like th

#15 – Retirement Is The Best Job I’ve Ever Had with Tom Georgi

Tom Georgi’s wife, Suzanne, was horrified to discover that by age 60, he had saved enoug

#14 – Rookie of the Year with Johnny Hiles

Johnny Hiles just completed his rookie year of retirement, and his stats are lookin’ rea

#13 – Volunteering For Service With Penny Martinez

Penny Martinez started saving money at six and investing at 18. Her goal was to retire ear

Happy Retirement Tools

Unlock your financial potential with our easy-to-use tools and calculators. 



 

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

Other Podcasts

Your Retirement Guide

101 Tips for a Smooth Transition