If success makes you feel emptier, you’re not broken.
Jerry Colonna explains why the “hole in your chest” can grow with every win, and what radical self inquiry actually looks like.

Jerry Colonna is an executive coach and the CEO of Reboot.io, and the author of Reboot: Leadership and the Art of Growing Up and Reunion.

In this episode, we go deep on:
, Why “lonely at the top” is real, and what leaders never say out loud

, The hidden addiction to external validation, and how it turns into power that hurts people

, Why imposter feelings are normal, and how empathy becomes your advantage

, How to be “a mountain in a hurricane”, practical radical self inquiry prompts

, The gift of impermanence, and why resisting change creates suffering

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Most people think they’re stuck because they don’t know their purpose. The truth is harder to face.

In this episode of You Versus You, Danny Morel explores why high-achievers often feel

disconnected, restless, and unfulfilled even after success.

This conversation breaks down how childhood wounds, identity conditioning, fear of stillness, and

the need to prove ourselves quietly turn ambition into an internal battlefield.

In this episode, you’ll learn:

+ Why ambition is often rooted in unhealed pain

+ How early experiences shape adult identity

+ Why success can increase inner conflict instead of peace

+ How resistance creates anxiety and suffering

+ The difference between achievement and awakening

+ How to stop fighting yourself and reconnect with who you are

This isn’t about motivation. It’s about self-confrontation. Because the real fight was never with the

world, it’s always been with yourself.

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Success doesn’t always bring peace.

This episode explores the inner tension many successful people face when achievement, discipline, and recognition still don’t quiet what’s happening inside.

In this conversation, we talk about inner work, spirituality, discipline, and the long road toward peace of mind. From meditation and self-care to trauma, healing, and redefining what fulfillment really means, this episode goes beyond external success and into the internal battle most people never talk about.

This episode is for anyone who has achieved, pushed, and hustled and still feels there’s something unresolved beneath the surface.

This is You Versus You.

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