Explore practical insights and nuanced strategies for working with clients who have obsessive-compulsive personality traits. Drawing on 33 years of experience, this post addresses common challenges, misconceptions, and ways to foster meaningful change—while offering a behind-the-scenes look for those in therapy.

This is an extended interview in which endurance athlete, coach, and podcaster Travis Macy asks me about the driven personality and broader questions of well-being. Having set records in some truly astounding endurance races, Travis knows about perseverance, resilience and fortitude, all of which exist as potential in the obsessive-compulsive personality. We compare notes about competition, athletics, optimizing our energy, dealing with tension, and approaching our goals in a healthy way. We touch on developing a better relationship with the body, how mindfulness meditation actually helps, and how Chronic Urgency Stress Syndrome (CUSS) will drive us crazy if we don't hold what's most important foremost in our minds.

This essay explores how perfectionist and obsessive-compulsive personalities construct “fortresses” to avoid humiliation, embarrassment, and shame. Through vivid stories and cultural examples—from Steve Jobs to Michael Jackson—it identifies four compulsive types (Boss, Workaholic, People-Pleaser, and Obsessor) and shows how their strategies both protect and imprison them.