Roz tries Christine's "happy therapy" and sets the group back several months. Meanwhile, Jack's son finally admits to himself and his dad that running the newsstand isn't for him, and Dan's dealing with the Phil Foundation opens his eyes to all of society's ills.

When a State Supreme Court Justice woos Mac to clerk in his court, chaos soon follows in Harry's court. However, not long after having a conversation with the Justice, Harry begins to worry that Mac's new job has to do with the color of skin instead of with his job ability. Dan hires a valet who soon begins to drive him crazy.

When Harry gets placed on a list of New York's most interesting people, the fame and attention goes to his head. As a result, when he gets set up on a date with a pretty model on the same night as he made plans with Christine, he lies to get out of it, and as a result, Christine gets mad when she finds out about it.