#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 purpose. She gave me insights from her show Growing Older with Gusto, highlighting the power of social connections, lifelong learning, and maintaining a positive mindset. From golf greens to canasta tables, she proves that retirement isn’t about slowing down—it’s about finding […]

#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; even the apocryphal ones are good. A particularly penetrating one leans into the importance of travel. He called it fatal to prejudice, bigotry, and narrow-mindedness. The general idea is that only by experiencing different cultures can we hope to overcome […]

#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 when COVID brought their bustling food truck business to a halt, “someday” became “today.” Despite their contrasting personalities—Cynthia, a creative dynamo, and Craig, the embodiment of laid-back calm—they’ve created a life of joy, affordability, and deep community in Portugal. If you’ve ever […]

#34 – Boomer Grandma With A Little Edge

 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 by her own family’s intergenerational dynamics, Shannon Nelson’s musings about the clash between Boomer and Millennial parenting styles spilled […]

#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 romantic gesture, but the truth was that I didn’t own a car. I’d given it up because I love public transportation. There’s just something about it. You can clear your head, get work done, […]

#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 doing it. By the time we’re done, we’ve gotten pretty good at whatever it is we do, so it can be pretty intimidating to try anything else. What if we’re terrible at it? Carl and Diana Landau want all […]

#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 often assume it’s some story about counterintelligence or criminal profiling. One night, I was enjoying a podcast called FBI Retired Case File Review, and it dawned on me that as someone with my own podcast, I […]

#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 come home from work and head straight to the shed—eager to sculpt some groovy orange gourds. His wife spent so much time alone in the house that she started calling herself “The Pumpkin Widow.” But retirement has given Ken […]

Your Retirement Guide

101 Tips for a Smooth Transition