Welcome to a new edition of the Famous Interviews with Joe Dimino series. On this episode, we talk with Jon Symes—mentor, speaker, and founder of Whole & Free. Jon leads a powerful pathway designed to help men in midlife break free from the invisible stories that keep them stuck and disconnected.
Through his upcoming book The Myth That Caged Us and the popular Mid-Life Reset Challenge, Jon guides men to reclaim clarity, purpose, and emotional freedom. For more than 20 years, he has helped people uncover the unseen narratives shaping their lives—stories about masculinity, success, identity, and what it truly means to be a “good man.”
Jon’s work spans indigenous communities, corporate leadership environments, spiritual seekers, and most recently, hundreds of men who quietly admit, “I’ve done everything right… so why do I feel so off?” This conversation explores midlife transformation, emotional healing, purpose, and redefining masculinity in today’s world. It’s a story you need to hear. Enjoy.
More on Jon:
https://www.wholeandfree.me/
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