Drew Maxwell is Hart Jones' cousin. He is the quiet one of the group, and also the richest one out of them all. It is evident that he likes Madison, despite the fact that he gets a girlfriend in the middle of the series. He also asked to the school's "Heart To Heart" dance but she immediately turned him down in hopes that Hart would ask her instead. Drew is known for his extremely extravagant parties and having virtually anything he wants, however he does not flaunt of his richness and is very down to earth.