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Despite Cheryl's reservations, Jim gets Kyle out of his first day of kindergarten to go see a Cubs game.
Despite Cheryl's reservations, Jim gets Kyle out of his first day of kindergarten to go see a Cubs game.
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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.
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S7, EP7 "Period Peace"Jim reads Ruby and Gracie's diaries to find out why they can't seem to stop fighting, and realizes that his daughters need some delicate motherly advice.
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S7, EP8 "The Rendezvous"Jim and Cheryl attempt to plan for some romantic time alone, but when the kids demand all of her attention, Jim plans to meet Cheryl for a tryst in the airport lounge.
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S7, EP9 "Goodwill Hunting"While Cheryl is still in Florida, Jim donates all the kids' old furniture and clothes to charity to clear the garage for a cigar lounge; Cheryl calls Jim with a special announcement.
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S8, EP14 "Happy Jim"When Jim is prescribed pain pills for a back injury, the family takes advantage of his unusually mellow mood.
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S8, EP13 "The Cooler One"Jim tries to be a cool dad to impress Ruby and her friends but realizes that she is just manipulating him.
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S8, EP12 "Physical Therapy"Despite Mandy's warnings, Andy plays snow football with Jim and gets injured.