Miles is a judge and an alcoholic. He is James's roommate for the majority of James's stay at the Clinic. This is Miles' second term of rehab, which he must complete after a relapse that forced his pregnant wife to kick him out. Despite his self-loathing and intense struggle with shame, Miles is a pillar of strength for James. He is quiet, nonjudgmental, and generous with his time and empathy. He asserts some authority, along with Leonard, in order to get James's prison sentence reduced. He plays the clarinet.