Dylan Marshall
Dylan is Haley’s on-again, off-again, on-again, off-again (and one more time) boyfriend from high school. He’s three years his senior, and their relationship initially makes Claire worried about how far they would go at a young age. Phil, on the other hand, sees Dylan as his “bro,” though the feeling isn’t mutual.
Claire never really thought Dylan was the right fit for his daughter, despite their intellectual similarities. He’s seen as being unambitious in life, deciding not to go to high school and picking up random jobs through the course of the series. That comes to an end in the ninth season when we learn he’s in nursing school and wants to heal the world “not with music, but with drugs.”