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Why Am I Still Single? Rethinking Connection on Valentine’s Day

Episode 216 Feb 10, 2026
Why Am I Still Single? Rethinking Connection on Valentine’s Day

LifeStance marriage and family therapist Lawson Bost joins us for a thoughtful conversation about one of the most common (and most tender) questions people ask this time of year: “Why am I still single?”

Drawing from his experience in experiential education and couples therapy, Lawson explores how our beliefs, personal histories, and cultural messages shape the way we view singleness—especially around Valentine’s Day.

Together, we break down what genuine human connection looks like through a simple, powerful five-part framework: loving and being loved, knowing and being known, serving and being served, and celebrating and mourning with others. We discuss the narratives people often carry about being single—like “something is wrong with me,” “I’m too picky,” or “I’m broken”—and how reframing these thoughts with compassion can change everything.

Lawson also shares practical strategies for navigating this season with intention, from setting healthy boundaries around social media to creating meaningful plans for the holiday, and even thoughtful approaches to meeting new people. Whether you’re single, healing, or simply curious about how connection works, this episode offers warmth, validation, and real-world insights.

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