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.
MEET THE GUEST
Charles Bost, LMFT
Lawson Bost believes in order for real change to happen you have both feel safe and secure while “walking through” challenging experiences. By being curious and courageous, change of any kind is possible. Lawson's interventions can vary but they are always based on a client-centered approach. At the end of the day, feeling and believing you are safe to be who are is the number priority with Lawson. His main areas of focus include working with Family as a whole or each individual, Gender and Sexuality across the life span, and overall feeling stuck as it pertains to Anxiety, Depression and maladaptive behaviors.
In his spare time, Lawson enjoys getting lost in the wilderness, going on adventures with his family, CrossFit and Mountaineering to high peaks.
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