WITH WILL NAYLOR

Enough 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 NAYLOR

About the Show

Digital art of two male faces side by side with contrasting colors and themes, one with a tear on the left and a golden hue with sparks on the right, with the text 'ENOUGH IS ENOUGH' below.

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.

RECENT EPISODES

Start Listening

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GUEST INQUIRY SUBMISSION

Want 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 2026

Join 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.

Event details showing date August 22nd, location Downtown Nashville, tickets coming soon, benefitting the Michael Phelps Foundation.
WILL NAYLOR

Meet Your Host

Headshot of a smiling man in a gray suit, light blue shirt, and dark tie, with dark hair and a beard, against a dark gray background.

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.