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According to Jim Season 2 Episode 11

The Brother-in-Law

Country singer Brad Paisley guest stars as Dana's new boyfriend, an amazing musician who can get Jim the gig of his dreams — once Andy is out of the way.

Dec. 17, 2002

2 - 28
Vegas, Baby (2)May. 20, 2003
2 - 27
Vegas, Baby (1)May. 20, 2003
2 - 26
Mom's BoyfriendMay. 13, 2003
2 - 25
About a GirlMay. 06, 2003
2 - 24
No Harm, No FowlApr. 29, 2003
2 - 23
The HelmetApr. 08, 2003
2 - 22
Deal with the DevlinsApr. 01, 2003
2 - 21
Bo DiddleyApr. 01, 2003
2 - 20
Dana Gets FiredMar. 11, 2003
2 - 19
The PassFeb. 25, 2003
2 - 18
Wonder WomanFeb. 18, 2003
2 - 17
The RingFeb. 11, 2003
2 - 16
Slumber PartyFeb. 04, 2003
2 - 15
The Smell of SuccessJan. 28, 2003
2 - 14
You Gotta Love Somebody (2)Jan. 21, 2003
2 - 13
You Gotta Love Somebody (1)Jan. 21, 2003
2 - 12
Moral DilemmaJan. 07, 2003
2 - 11
The Brother-in-LawDec. 17, 2002
2 - 10
The Christmas PartyDec. 10, 2002
2 - 9
Thanksgiving ConfidentialNov. 26, 2002
2 - 8
Father DisfigureNov. 19, 2002
2 - 7
The BachelorNov. 12, 2002
2 - 6
Punch & RubyNov. 05, 2002
2 - 5
The ClosetOct. 29, 2002
2 - 4
The Pizza BoyOct. 22, 2002
2 - 3
The Baby MonitorOct. 15, 2002
2 - 2
Cars and ChicksOct. 08, 2002
2 - 1
The Importance of Being JimOct. 01, 2002