Tony, deeply depressed after Pussy's unexplained disappearance, sees a beautiful Italian woman in the Cusamanos' backyard next door. She tells him her name is Isabella and that she is an exchange student staying there while the Cusamanos are away. Tony takes her out to lunch and she describes the beauty of Avellino, where Tony's grandfather came from. He has a daydream about Isabella in a rocking chair in a village house, nursing a baby named Antonio. One day, Isabella is no longer there. When the Cusamanos return, Tony asks about her and realizes he has been hallucinating. Dr. Melfi instructs him to stop taking lithium and theorizes that Isabella was an idealized maternal figure.
Mikey, acting through Donnie Paduana, contracts two gunmen to carry out the hit on Tony. Uncle Junior cannot bear to hear the details of the plan when Mikey tries to report. Meanwhile, Christopher is concerned about Tony's emotional state and secretly follows him; he unknowingly prevents the hit when he pulls his car up next to the assassins', blocking their view of Tony. Mikey and Donnie urgently meet about the failed attempt, with Junior hiding in the backseat of Mikey's car. Donnie promises to try the hit again the next day and casually remarks that even Tony's mother wants him dead. Junior, fearing Donnie's "big mouth", has Mikey kill him.
The next day, the assassins make their move while Tony is running errands. In a ferocious struggle, one of them is killed and the other is briefly dragged along the street as Tony tries to drive away. Tony evades the gunmen but crashes into a parked car. At the hospital, Tony says that his injuries occurred in an attempted carjacking, a story that not even A.J. believes. FBI Agent Harris comes to his bed and offers a deal, including immunity from prosecution, which Tony scornfully rejects. The next day, Livia and Junior visit Tony at home. Livia appears not to know who Meadow is; Junior later comments on the "good timing" of this apparent memory loss.
The song played at the Bada Bing when Christopher and Silvio discuss Tony's depression is "Ugly Stadium" by Tipsy.
The song that is played twice during this episode (when Tony is in his bedroom, and again during the "carjacking") is "Tiny Tears" by Tindersticks.
The song played as the would-be assassins are stalking Tony at the newsstand is "Cry" by Thornetta Davis
The song that is played briefly after Tony's meeting with Dr. Melfi, when he runs into Isabella, is "Ballad of Tindersticks (instrumental)" also by Tindersticks.
The song played when Tony and Isabella have lunch is "Milonga del Angel" by Al Di Meola.
Alan Sepinwall has lauded "Isabella" as one of the greatest episodes of The Sopranos.[2]Emily St. James found the subplot with the titular character to be outlandish, but still described the episode as featuring "classic scene after classic scene".[3]
