Happiest Retirees
Ryan Doolittle
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The Final Chapter: Retiree Reinvention & The Launch Of Tryin' Ryan
In the final episode of the Happiest Retirees Podcast, we celebrate the show's journey and launch into our next adventure: the Tryin' Ryan YouTube series. Hear from vibrant retirees like Jill Smith…
Retirement’s New Era: How to Thrive in a Life Chapter That Never Existed Before with Eric Thurman
Retirement today isn’t what it used to be—it's a whole new life chapter! People are spending 20, 25, even 30 years in retirement. So, how do you make those years truly fulfilling? It’s not just about…
Final Approach: A Pilot’s Viral Send-Off and the Flight Plan for a Thriving Retirement with Mark Hardcastle
A legendary airline captain’s final flight, a viral send-off, and the unexpected turbulence of retirement—this episode snaps your seat back and tray table into their full upright position. After 40…
From Burnout to Revival: How Dr. Jordan Grumet Resuscitated His Purpose and Retirement
We’ve all had jobs we didn’t want. I just never considered the idea that doctors might feel that way, too. We tend to elevate them to some higher status, but they’re human, too. In today’s episode, I…
From Ad Exec To Cartoonist: Retirement Laughs & Lessons In Barcelona With Darryl Kluskowski
What happens when a creative powerhouse trades the ad world for a life of storytelling, adventure, and clumsy Spanish in Barcelona? I sat down with Darryl Kluskowski—award-winning cartoonist and…
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 purpose. She gave me insights from her show Growing Older with Gusto, highlighting the power of social…
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; even the apocryphal ones are good. A particularly penetrating one leans into the importance of travel. He called…
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 when COVID brought their bustling food truck business to a halt, "someday" became "today." Despite their…
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…
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 romantic gesture, but the truth was that I didn’t own a car. I’d given it up because I love public…
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 doing it. By the time we’re done, we’ve gotten pretty good at whatever it is we do, so it can be pretty…
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 often assume it’s some story about counterintelligence or criminal profiling. One night, I was enjoying a…
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 come home from work and head straight to the shed—eager to sculpt some groovy orange gourds. His wife spent so…
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 enough to vacation on Hilton Head Island, South Carolina, you’ve probably heard it live. He’s been singing for…
One-Year Anniversary Show
On this very special episode, Ryan breaks out his tuxedo and invites Producer Mallory into the studio to celebrate one year of interviewing happy retirees. They explore some of the most dynamic…
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 stares down into the sea as dark shadows betray the location of fish who, unbeknownst to them, are in serious…
The Biggest Risk Of All With George Jerjian
Albert Einstein once said, “Look deep into nature, and then you will understand everything better.” George Jerjian gave it a shot. What he noticed was that nothing in nature retires. Polar Bears…
Ending Ageism With Friendly Vibes: Jan Golden
Think about the last time you bought a birthday card. You were probably in a hurry, maybe even running late for the party you needed the card for. You scanned the racks, noticing that cards now cost…
Uncork Your Bottle of Happiness With Steve Hoffman
My conversation with Steve Hoffman was deep and engaging, largely due to his eloquence and profound self-reflection. Steve is a Minnesota tax preparer and a French-loving food & wine writer.I…
It's Your Life: Live It! Beyond Retirement with Jacquie Doucette
As Americans, we tend to believe our jobs define us. Think about that last time you met someone new. What’s the first thing you asked? “So what do you do?” How we make a living is so ingrained in our…
Frequently Asked Questions
Happiest Retirees has published 41 episodes since September 2023, covering topics in Documentary, Education.
Happiest Retirees is currently dormant with new episodes every 2 weeks. Average episode length is 42m.
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