WITH WILL NAYLOREnough is Enough
Am I good enough? It's the question that keeps us up at night. This podcast is about finding out.
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HOSTED BY WILL NAYLORAbout the Show
Enough is Enough is a podcast built around one of the most disarming questions a person can ask themselves: Am I good enough? It's not a self-help show and it's not a therapy session; it's an honest conversation about the standards we hold ourselves to, where they come from, and whether they're actually serving us.
If you've ever felt like you were chasing a version of yourself you couldn't quite catch, this one's for you.
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GUEST INQUIRY SUBMISSIONWant to Be on Enough is Enough?
Have a story, perspective, or lesson worth sharing?
We’re looking for athletes, founders, leaders, and experts who can speak to resilience, self-worth, mental performance, identity, relationships, and what it really takes to stop seeking external validation.
Submit your information below to be considered for an upcoming episode.
NASHVILLE · AUGUST 2026Join us for the Launch Party
We're celebrating the launch of Enough is Enough in Nashville — and we want you there.
This is more than a podcast launch. It's a night for the people who've asked themselves that question, and decided to keep going anyway. Come meet the community, hear from Will live, and be part of something that matters. A portion of proceeds benefits the Michael Phelps Foundation.
WILL NAYLORMeet Your Host
Will Naylor is the host of Enough is Enough and the founder and CEO of W1N Enterprises, a performance and mindset company dedicated to helping athletes uncover their “why,” remove mental barriers, and reach their full potential on and off the field.
A Clifton, Virginia native, Will was a Hall of Fame three-sport athlete at Paul VI Catholic High School before earning a Division I baseball scholarship to Radford University. After pursuing a professional career with the Philadelphia Phillies, Will transitioned into leadership, becoming a transformative sales leader and spending more than a decade co-founding and leading W1N Enterprises, where his team helps high school, collegiate, and professional athletes develop mental toughness, strategic thinking, and a winning mindset.
Through Enough is Enough, Will brings that same depth, discipline, and purpose to raw conversations with elite athletes, world-class CEOs, and leading relationship experts. The show is a masterclass in reclaiming internal validation, mastering self-worth, and building an unshakeable sense of true value beyond performance, status, or external approval.