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

We've all had enough. Enough of the self-doubt. Enough of shrinking. Enough of measuring our worth against everyone else's highlight reel.

One day, I said it myself — enough is enough. That moment changed everything, and you'll hear the full story on the show.

But underneath the frustration, there's a quieter question that never really leaves: Am I good enough? It's the one that drives us, breaks us, and quietly shapes almost everything we do.

That's the double meaning behind this show. Enough is Enough is the breaking point — the moment you stop tolerating what's not working. Enough is enough is the truth on the other side of it — that you were already enough, the whole time.

This podcast lives in the collision of those two truths. Interviews with CEOs, athletes, coaches, and everyday people who've faced the worst and found themselves anyway — all in service of one goal: figuring out what it actually means to be enough.

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RECENT EPISODES

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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.

WILL NAYLOR

Meet Your Host

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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.