When Homer saves Mr. Burns from drowning in a mall fountain, Burns flies Homer to Chicago for dinner via his personal jet. Homer is spoiled silly while flying the friendly skies and discovers a new obsession - luxury planes. After the trip, Burns tells Homer that he will never again fly in his jet. Seeing Homer depressed, Marge hires a life coach to groom Homer into a confident person who could get hired by a company that uses luxury jets. Homer gets an interview with a hot sauce company but fails to impress. Embarrassed, he lies to Marge and the kids. But Bart discovers his charade and convinces Homer to come clean. Homer arranges to break the news to Marge aboard a private jet, but when the pilot loses control of the plane, the plane lands in the ocean and they are rescued. Bart suggests that Homer quit his "job" since private planes are obviously unsafe, giving Homer an easy out from having to tell the truth to the rest of the family.
