Modern Masculinity

The Illusion of Having It All: When Ego Masks Emptiness


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Hector sits down with award-winning podcaster and fellow storyteller Matt Gilhooly to explore the unraveling of Hector’s past relationship and the identity crisis that followed his greatest professional success. Together, they peel back the layers of ego, childhood conditioning, and the craving for external validation that many men silently carry. With emotional honesty and unflinching vulnerability, Hector shares what it means to look “successful” on the outside but feel disconnected on the inside — and how that dissonance became the catalyst for a new journey toward wholeness. This episode is a raw look into the modern masculine experience: the hidden shame, the healing process, and the redemptive power of reflection.

Chapters:

  • 0:00:00 - Welcome to the Episode That Changes Everything
  • 00:02:03 - Opening the Vault: Where the Real Story Begins
  • 00:02:59 - Young Love, Old Patterns: The Roots of It All
  • 00:05:07 - Success, Ego, and the Illusion of “Having It All”
  • 00:09:44 - Marriage Starts Fast… But So Do the Cracks
  • 00:13:25 - Craving Control While Losing Connection
  • 00:15:18 - When Identity Collides with Intimacy
  • 00:17:42 - The Slow Burn of Resentment
  • 00:20:11 - Seeking Peace but Breeding Distance
  • 00:22:47 - The Relationship Becomes a Mirror You Avoid
  • 00:25:32 - Fatherhood Hits Harder Than Expected
  • 00:33:56 - Health Scares, Family Shifts, and the Weight of It All
  • 00:34:53 - The “Perfect” Neighborhood That Didn’t Fix Everything
  • 00:35:36 - Parenting Together While Drifting Apart
  • 00:36:47 - When Validation Replaces Connection
  • 00:37:30 - The Vasectomy That Said More Than Words
  • 00:39:39 - Speaking, But Not Hearing: When Communication Fails
  • 00:42:43 - Spiraling: The Pain Beneath the Patterns
  • 00:45:35 - Reclaiming Identity After Losing Yourself
  • 00:56:27 - Co-Parenting in the Aftermath: Navigating a New Normal
  • 00:01:00:56 - What Purpose Feels Like After the Breakdown
  • 00:01:03:28 - Wrapping Up: Reflections, Resources, and What’s Next

Links And Resources:

  • Website
  • The Life Shift Podcast
  • Instagram
  • Twitter/X
  • Hector Santiesteban on LinkedIn
  • Hector Santiesteban on Twitter

Thanks so much for joining us this week. Want to subscribe to Modern Masculinity? Have some feedback you’d like to share? Connect with us on iTunes and leave us a review!

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Modern MasculinityBy Hector Santiesteban

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