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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Joe Dimino Podcaster/Artist

Joe Dimino has been writing & creating in a variety of capacities since his college days at the University of Missouri-Kansas City somewhere around 1993. If you are keeping score, that would be about 29 years+. It all began at UMKCs University News as a Sports Writer & turned into a myriad of expressive avenues. Inventing poems, art, video & audio has always been in the proverbial cards.