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Jim is a couch-potato dad and husband trying to achieve picket-fence ideals while keeping a firm hold on his manliness. His beautiful wife tolerates his childish antics because of his tireless loyalty to her and their three kids. Jim's penchant for taking the easy route in everything frequently backfires, landing him in comical situations.
S7, EP16 "The Cheater"
Pregnant Cheryl wants to have a game night and play a game that she never loses, but Dana knows she cheats.
S7, EP17 "No Bedrest for the Wicked"
A chance meeting in the supermarket lets Jim in on Cheryl's secret: though she says the doctor told her to stay in bed, her doctor actually wants her to be active.
S3, EP29 "A Vast Difference"
Jim chickens out of having a vasectomy, but Cheryl is so effusive in her praise that he is unable to admit that he did not go through with it.
S7, EP18 "The Devil Went Down to Oak Park"
The devil (James Lipton) comes to collect on a deal Jim made with him back when Jim was courting Cheryl.
S8, EP18 "Heaven Opposed to Hell"
In the last ever episode, Jim chokes on some food and finds himself on trial in heaven, where Andy represents the defense and Dana the Devil.
S8, EP17 "Diamonds Are a Ghoul's Best Friend"
Jim is haunted by a ghost when he buys Cheryl a diamond necklace that was taken off a dead woman.
S8, EP3 "Andy's Proposal"
Jim urges Andy to propose to Emily or risk losing her, but when he sees Emily dining with another man, he doubts the wisdom of his advice.
S8, EP2 "The New Best Friend"
When Dana, Cheryl's sister and best friend, moves away, Jim realizes he must find Cheryl a new friend as soon as possible.