Michael wants Jr. to learn the family business by starting at the bottom, so he assigns Jr. to do menial jobs around Kyle Trucking. Jr. however, decides to use the fact that he's the boss' son to his advantage and convinces other employees to do his work for him. Elsewhere Claire arranges a secret date with a guy she met on the Internet in a Shakespeare chat room.

Vanessa's parents have an agenda when they meet Michael and Jay for the first time. Meanwhile, Michael fears that Claire's becoming a "clothesaholic." Vanessa: Brooklyn Sudano.