Homer initially interacts with Thayer and Anne by visiting them with his family. Thayer, who owns a luxury sports car dealership, befriends Homer and invites him to test drive cars. Homer enjoys their company and agrees to let them make alterations to their home, though he later realizes he didn't fully understand the extent of the changes.

Thayer befriends Homer and Marge as part of a plan to get Homer's approval for a major renovation of their house. Thayer uses his charm and offers of luxury experiences, like driving sports cars, to gain Homer's trust and obtain his signature on a contract allowing the renovations.

Lisa stops Nelson's bullying by uploading humiliating videos of him online, which causes the other students to laugh at him instead of fear him. However, Nelson tries to counter this by forcing Hubert Wong to block Lisa from uploading more videos. Eventually, Lisa and Hubert call a truce when they realize their actions could negatively impact their college applications.

The conflict between Lisa and Hubert Wong ends with a truce. They realize that their ongoing battle could harm their future college applications, leading them to stop competing against each other. This truce also helps resolve the issue with Nelson's bullying.

The issue of Thayer and Anne's house renovation is resolved when Lisa and Hubert discover that their street is a historical site. This designation prevents further renovations to the house, which had been blocking sunlight from reaching the Simpson home. The episode concludes with a future scene where the Simpson house has become a historical museum.