Marriage Therapy Radio

Ep 360 Boat Night: Conversations Of Love, Loss, and Longing


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In this special Boat Night episode of Marriage Therapy Radio, Zach brings listeners into an intimate, long-standing tradition—conversations between close friends about relationships, personal growth, and the realities of marriage. Joined by longtime friends Sean and Greg, the three discuss the importance of having deep, open friendships where men can talk candidly about their relationships, struggles, and personal evolution.


The conversation explores whether it's okay to vent about your partner, how relationships evolve through multiple “marriages” within the same partnership, and the role of death and rebirth in love—not just metaphorically, but through real-life transitions. They also reflect on the greatest love stories of all time, challenging traditional narratives and examining what makes a relationship stand the test of time.


With humor, vulnerability, and philosophical insight, Zach, Sean, and Greg navigate topics ranging from romantic expectations to identity and care in relationships, offering listeners a rare glimpse into the kinds of conversations that deepen friendships and marriages alike.

Key Takeaways

The Importance of Male Friendships and Spaces for Honesty

  • Boat Night is a long-standing tradition where male friends gather to talk candidly about their relationships, families, and personal struggles.
  • Having a trusted space to process relationship challenges doesn’t mean bashing your partner—it means seeking perspective and growth.
  • Are You Allowed to Vent About Your Partner?

    • The difference between "talking sh*t" about your spouse and "talking honestly" about struggles is intention.
    • Healthy venting involves seeking understanding, not just resentment or validation from others.
    • The Reality of Multiple Marriages Within a Marriage

      • Long-term relationships go through different “marriages”—seasons of deep change where partners must recommit to each other in new ways.
      • “If you've been married four times to the same person, that means three marriages had to die.”
      • The Greatest Love Stories of All Time Aren’t What You Think

        • Traditional narratives like Romeo and Juliet or Tristan and Isolde romanticize young, dramatic love, but real love stories are about long-term commitment, sacrifice, and growth.
        • "In any love story, something has to die—fantasies, expectations, or parts of yourself—to make room for real love.”
        • The Fear of Expressing Desire in Relationships

          • Zach reflects on how he encourages couples to be direct about their needs, yet struggles with openly expressing his own.
          • Many people hesitate to voice their desires because it makes them vulnerable to rejection—or because they’re unsure what they truly want.
          • Who Cares for the Caregiver?

            • As a therapist, Zach often supports others but wonders where he himself finds care and support.
            • He wrestles with the tension between wanting to be strong for others and needing space to be vulnerable himself.

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