Season 1, Episode 4 The One Who Got Away
First Aired: April 18, 2006
Tom reps his former girlfriend's band and is shocked to learn that she may still be in love with him. Adding to Tom's predicament is his promise to get her band booked on “David Letterman,” but the show's talent booker won't budge and Paul Shaffer shoots him down. Meanwhile, Jake considers calling his ex-fiancée to tell her that he's gay and that is why he broke up with her, and Mike gets jealous when he learns about a former boyfriend Karen once dated. Aimee Mann appears as herself.
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- Premiered: January 17, 2006
- Rating: TV-PG
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- Premise: A single thirtysomething music lover works at a small independent label in New York City, searching for top talent to sign and the right woman with whom to form a relationship, all the while getting advice from a diverse group of friends that includes his… (more)