Jason Bailey: Reinvention in a Changing Media World
Reinvention at Any Age with Amy Sweezey
Release Date: 02/03/2026
Reinvention at Any Age with Amy Sweezey
Central Floridians may remember him as “Buckethead” from radio stations XL 106.7 or Real Radio 104.1. Today, he’s “Jason Bailey,” and embodies what it means to evolve with purpose. After more than 30 years as a familiar voice in radio, from Orlando and Atlanta to Sacramento and SiriusXM, Jason reached a crossroads as he approached his 50s. Instead of continuing down the same path, he made the bold decision so many of us dream about: becoming his own boss. Jason is now the creator of three podcasts, a business entrepreneur, and co-owner of a medical wellness spa with his wife....
info_outlineReinvention at Any Age with Amy Sweezey
Tragedy rarely arrives with warning, and decisions made in a single moment can set life on a path never imagined. That’s what happened to Chris Boals when he was awakened in the night with news that his only daughter had been in a car accident. But what unfolded in the hours afterwards was nothing Chris could have foreseen. In this episode of Reinvention at Any Age with Amy Sweezey, Chris shares how this sudden family crisis reshaped his future, his priorities, and his purpose. He was planning to retire, but instead, his next steps became a journey of advocacy, growth, and a search for...
info_outlineReinvention at Any Age with Amy Sweezey
✨ What if your biggest setback led to your greatest freedom? ✨ After a life-altering car accident at 16 left her paralyzed from the chest down, Jana Shelfer was forced to rewrite her dreams and reinvent her life as a young woman in a wheelchair. What could have broken her became the foundation for resilience, purpose, and an unapologetic life. Jana went on to become a 3-time Paralympian, gold medalist, radio host, and entrepreneur, yet behind the successes were quieter battles with identity loss, depression, and starting over. 🎙️ On “Reinvention at Any Age,” Jana shares the raw...
info_outlineReinvention at Any Age with Amy Sweezey
What happens when everyone tells you, “You can’t?” For one Marine veteran, the answer was simple: prove them wrong! In this episode of Reinvention at Any Age, meet Dr. Jodie Sweezey (Yes, my sister!), a woman who went from aspiring schoolteacher to Marine Major, despite countless voices saying she’d never make it. Her journey spans the Marine Corps, academia, entrepreneurship, and beyond. It’s a masterclass in courage, grit, and choosing your own path at any age. If you need a reminder that reinvention is always possible, this is it. 👉 Listen now and get inspired to take your next...
info_outlineReinvention at Any Age with Amy Sweezey
What does it take to reinvent yourself after a lifetime of service? Meet "Navy Bob" Roncska. ⚓ During his 28-year career in the U.S. Navy, retired Capt. Robert “Navy Bob” Roncska not only commanded a nuclear-powered submarine, he also led the largest squadron in the U.S. Navy’s submarine fleet. He served as Aide to President George W. Bush, who nicknamed him “Navy Bob,” and carried the “nuclear football,” which held the President’s launch codes. When he retired in 2018, Navy Bob didn’t slow down. Instead, he launched a whole new mission. Entering the world of health...
info_outlineReinvention at Any Age with Amy Sweezey
💔 Heartbreak. Loss. Grief. None of us escapes them forever. The question isn’t IF they’ll happen. It’s how we’ll handle it WHEN they happen. When Love Lawrence faced unimaginable loss, rather than letting it define her or discourage her, she chose to turn her pain into purpose. She transformed her grief into growth, opening Amour du Vin, the first Black woman-owned wine bar in Orange City, Florida. Through wine, community, and connection, Love discovered that reinvention isn’t about starting over. It’s about becoming who you were always meant to be. Listen now to Reinvention at...
info_outlineReinvention at Any Age with Amy Sweezey
You’ve seen him in The Walking Dead and Marvel’s Hawkeye, but actor Carlos Navarro’s most powerful role has been reinventing himself, time and time again. From addiction and setbacks to career pivots and personal growth, his story proves transformation is always possible, whether you’re famous or not. Carlos shares: 👉 “Quitting drinking changed my life. I would be dead or in jail if I hadn’t quit.” Whether you’re facing an addiction of your own, a challenge, a big decision, or just a quiet nudge that it’s time for change, this conversation will remind you: it’s never too...
info_outlineReinvention at Any Age with Amy Sweezey
➡️ What would you do if you lost your job tomorrow? Would you be ready or completely blindsided? Amy Davies has faced that reality more than once. After repeated layoffs due to corporate reorganizations, she learned just how fragile job security can be. She compares it to renting a home: “Someone can come in at any time and say, ‘You have to move.’ It’s the same with a job.” Instead of letting those setbacks define her, Amy chose to reinvent herself. Today, she’s the founder and CEO of First30, a professional speaker, author, and host of the new podcast Your New Business Big...
info_outlineReinvention at Any Age with Amy Sweezey
Have you ever stayed in a situation far longer than you should have because the alternative felt too overwhelming to face? Or maybe you’ve told yourself, “This is just how life is, and I have to accept it.” Amy Davies didn’t plan on reinventing her life, but she was left with no choice after a chilling discovery shattered what outsiders thought was her picture-perfect world. After years of silent suffering, she made a courageous decision to leave her abusive husband — not just to protect herself, but to save her children. 💬 “I had no choice but to be strong and move forward.”...
info_outlineReinvention at Any Age with Amy Sweezey
Do you get bored easily? Are you always chasing the next big thing or craving a change of pace? You’re not alone. Barry Walton felt that same restless anxiety that put him on a continuous path of “escaping.” To outsiders, his constant changes — switching jobs, leaving relationships, taking road trips, sailing around the world, even moving to a new country — looked like running away. But for Barry, each “big move” became a step toward reinvention. From overcoming childhood struggles to fleeing Hollywood burnout, Barry became an expert at transforming his life. He wasn’t running...
info_outlineCentral Floridians may remember him as “Buckethead” from radio stations XL 106.7 or Real Radio 104.1. Today, he’s “Jason Bailey,” and embodies what it means to evolve with purpose.
After more than 30 years as a familiar voice in radio, from Orlando and Atlanta to Sacramento and SiriusXM, Jason reached a crossroads as he approached his 50s. Instead of continuing down the same path, he made the bold decision so many of us dream about: becoming his own boss.
Jason is now the creator of three podcasts, a business entrepreneur, and co-owner of a medical wellness spa with his wife.
In this episode of Reinvention at Any Age, Jason shares why reinvention isn’t just possible, but sometimes it’s necessary. As he reminds us, “your mental health is way more important than a paycheck.”
If you’ve been feeling stuck or wondering what your next chapter could look like, this conversation is for you. 🎧 Listen now and get inspired to take your next step.
Host & Producer: Amy Sweezey
Co-Producer & Editor: Mike Nanus