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Is It Time to Design What’s Next?.
Early registration discount ends 12/15
“Now I know what I’m retiring to.”
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What if everything you’ve been chasing in your full-time working years—the promotion, the bigger paycheck—hasn’t been leading you toward the life you really want? Today’s guest, Jon Rosemberg, knows this tension firsthand. After 25 years of climbing the corporate ladder and finally “making it”, he found himself in a heated Zoom call, heart racing, feeling trapped—until a moment with his kids playing Legos changed everything. Within two weeks, he left his job, went back to school, and wrote , a roadmap for moving from survival mode to genuine fulfillment. In this conversation, Jon reveals the crucial difference between success and thriving, why thriving is both a choice and a skill set, why discomfort is essential for growth, and how the beliefs we carry shape every choice we make—especially as we approach retirement. If you feel stuck on the hamster wheel or are wondering what comes next, this episode offers a fresh lens on what it means to truly thrive.
Are you in Survival Mode? Take Jon’s quiz
Jon Rosemberg joins us from Toronto.
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Bio
Jon Rosemberg empowers leaders and organizations to shift from survival mode into thriving. With 20+ years of expertise in leadership development, coaching, organizational transformation, and workplace culture, Jon combines real-world business insight with cutting-edge research to help people reclaim their agency and find meaning.
Jon has successfully led high-impact initiatives at Walmart, Procter & Gamble, Indigo, and GoBolt. He holds an MBA from Cornell University, a Master of Applied Positive Psychology from the University of Pennsylvania, and advanced certifications in leadership, coaching, and complex negotiations.
As CEO of Strongpoint Group and co-founder of Anther, Jon guides individuals through powerful personal transformation with clarity and confidence. Originally from Caracas, Venezuela, Jon’s journey to thriving has taken him from New York and Montreal to Toronto, where he lives with his wife, Adriana, and their two sons.
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For More on Jon Rosemberg
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I’m Just Asking for a Friend
Retirement brings so many tough questions.
Share your question to be answered in an upcoming retirement podcast episode.
Click here to leave a voice message
or send me an email at joec@retirementwisdom.com
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Podcast Episodes You May Like
The New Happy – Stephanie Harrison
Living Like You Mean It – Jodi Wellman
Everyday Vitality – Dr. Samantha Boardman
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About The Retirement Wisdom Podcast
There are many podcasts on retirement, often hosted by financial advisors with their own financial motives, that cover the money side of the street. This podcast is different. You’ll get s
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