In Brooklyn, 23-year-old Eleanor (Leighton Meester) breaks up with her failing and disloyal musician boyfriend, Dennis (Billie Joe Armstrong). She has to move out of Dennis' apartment and crash at a friend's place. Unfortunately, Dennis refuses to let her go and confronts her at her work where Dennis' tirade costs Eleanor her job. Eleanor tries to seek family support, but her family is not willing to help, so she crashes at her friend's place one last time before seeking a temporary job. In the Upper West Side Reggie, a cellist and all-round genius who is bored and skeptical, lives a solitary life as his parents do not have time for him and relegate caretakers to watch after him. His most recent caretaker had to go back to Panama so Reggie's mother, Barbara, posts an ad for a temporary sitter; Eleanor answers the call.