Later in Life explores reinvention, rediscovery, and the courage to begin again. Through conversations with people pursuing new passions, creative dreams, career pivots, and personal transformations later in adulthood, the show highlights what becomes possible when you decide it’s never too late.
Danielle Serena Watley is one of those people who asks a question and suddenly you’re reconsidering your entire life. Danielle, founder of The Her Era, joins me to talk about getting older, figuring out who the hell you are when life changes, starting over without actually starting over, and why sometimes the best plan is to just show up scared and figure it out from there. We talk fear, failure, motherhood, grief, reinvention, not giving a f**k about other people’s opinions, and why yo...
12 Aug 2026
Writing the Story You Want to Read with Julie Rhodes
Julie Rhodes spent most of her life loving stories. It just took her a while to give herself permission to write one. In this episode, Julie and I meet for the first time and quickly go down some wonderfully nerdy rabbit holes: soap operas, musical theater, writing, and the particular agony of third-person omniscient. Julie shares how a disappointing trip to see Tootsie on Broadway helped inspire The Love Lives of Soapstars, the working title for her 1980s-set novel series she’s now writing. ...
30 Jul 2026
Finding Your Light with Robbie Rozelle
You may know Robbie Rozelle as a performer, a director, a record producer, a graphic designer, a Playbill creative director, or from the liner notes of one of the 300-plus Broadway and cabaret albums he's helped bring to life. However you found him, Robbie's career has been anything but conventional. We talk about growing up gay in a small town, the early days of internet theater fandom, moving to New York at 35 with $300 and a prayer, working alongside legends like Stephen Sondheim and Maury...
21 Jul 2026
A Well-Timed Comeback with Comedian Ron Popp
When I first met Ron Popp years ago, he was doing theatre in Chicago. Since then, I've watched him quietly reinvent himself. Ron started doing stand-up comedy in his 40s. Today, just months shy of 50, he's winning comedy competitions, regularly booking gigs, and building a career he never expected. We talk about growing up gay in small Midwestern towns, finding humor in the experiences that shaped us, and why some of the best comedy comes from years of learning to protect yourself. Along the ...
2 Jul 2026
Kindness Gnomes & Second Chances with Katie MacLean-Peters
Katie MacLean-Peters describes herself as a survivor. But in the last decade, her life has truly begun. In this conversation, Katie shares how curiosity, tenacity, therapy, and a healthy dose of whimsy led her to reinvent herself in her 60s, including returning to college to pursue a lifelong dream. We talk about learning Spanish for her cat, the unexpected joy of hiding kindness gnomes for strangers to find, and what happens when you push past the trauma and finally give yourself permission ...
24 Jun 2026
Beckie Durfee: An Unexpected Calling
When Beckie Durfee moved back to her hometown of Alpena, Michigan, she wasn't looking for a new calling. She was looking for a job. What started as a substitute teaching position led her into special education, a field she never expected to enter and now can't imagine leaving. In this episode, Beckie shares how an unexpected opportunity became a career with purpose, what it's been like to return to school in her 40s, and why it's never too late to start something new. The conversation also ex...
18 Jun 2026
The Audacity of Jenny Cresswell
For most of her life, Dr. Jenny Cresswell was focused on one question: How do I make this work? As a single mom, first-generation college student, opera performer, teacher, and relentless problem-solver, she always found a way forward. Then, at 45, everything changed. Jenny fell in love for the first time, discovered she was a lesbian, and began learning a lesson she'd never had time for before: how to slow down and experience joy. This episode is about audacity, authenticity, and the unexpec...
9 Jun 2026
Greg Fine: From Proving Himself to Finding Himself
Greg Fine spent years chasing success, leadership, and the next milestone. Then a personal crisis forced him to reconsider everything he thought achievement was supposed to bring. In this episode, Greg shares the story of rebuilding his life on his own terms, finding purpose beyond titles, embracing adventure, and learning that there's a difference between being relevant and knowing you matter. It's an honest conversation about reinvention, resilience, and having the courage to jump. Follow G...
2 Jun 2026
From Journalist to Playwright: Eden Lane's Second Act
In this episode of Later in Life, Bob talks with Eden Lane, a longtime broadcast journalist who discovered a passion for playwriting and hasn't looked back. In just over a year, Eden has written a half dozen plays, including one recently named a semifinalist for the Eugene O'Neill Theater Center National Playwrights Conference. The conversation explores creativity, reinvention, and why some of our most meaningful chapters begin long after we think they've passed us by. Along the way, Bob and ...
2 Jun 2026
Steve Roberts on Starting Theatre at 58
At 58 years old, Steve Roberts decided to try something he had always wanted to do: community theatre. What began as a leap outside his comfort zone became a joyful new chapter that has resonated with thousands online and inspired people to reconsider what’s possible later in life. In this conversation, Steve shares what finally pushed him to audition, the fears and self-doubt he had to overcome, the community he discovered along the way, and why it’s never too late to pursue something that c...
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