What happens when you finally reach the goal you’ve been chasing and it doesn’t feel the way you thought it would? 

I’m joined by Nick Shelton, a U.S. Air Force veteran, bestselling author, and speaker who has lived multiple lives, sometimes by choice, sometimes by necessity. Nick opens up about growing up painfully shy, being mistaken for hearing impaired as a child, and slowly learning how to navigate social connection as an introvert by breaking it down into small, manageable steps. And on the flip side, Nick shares what no one really talks about: the identity crisis that hit after retiring early at 49, the quiet loneliness that followed “success,” and the unexpected grief of losing structure, purpose, and visibility. We talk about what it feels like to fade into the background, how relationships shape opportunity, and why reinvention doesn’t require a rock bottom, just a willingness to show up.

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