This Country-inflected track from Fountains of Wayne's fifth album Sky Full Of Holes tells the story of two pals who manage to lose all their friends' investments on various failed business ventures.
Adam Schlesinger revealed to The Onion A.V. Club how he wrote this song: "With 'Richie And Ruben,' that just started because I had the first two lines ['They opened up a bar called Living Hell / Right from the start it didn't go too well'] and I thought that was just a funny start of some kind of story. Then you just let it write itself a little bit: 'Well, what else do these dumbasses do?' [Laughs.] You know? You think of something else that they did."