Harry began a relationship with Lauren. The two initially seemed happy until Lauren began to feel that Harry wasn't really opening up to her; they subsequently broke up shortly after Harry confided in Lauren that he knew Tyronn killed someone. Harry's more serious relationship was with Ronnie Cooke in Seasons 2 and 3. Ronnie had initially been brought in by Harry to talk about her job as a big-time lawyer, but she was so impressed by Harry's handling of students that she signed up as a teacher.