Jim claims women aren't capable of getting a good deal on a car, and prophetically, when Cheryl helps Dana buy a new car, it turns out to be a lemon. Dana begs Jim to use his macho influence at the dealership to help her, but instead he allows sexy sales manager Gretchen to talk him into trading the family van in for a sports car — without consulting Cheryl.
Jim and Cheryl meet the new neighbors and find out that they can hear their conversation through the baby monitor. When the neighbors find out, Jim tries to come up with a story to smooth things over.
Cheryl is concerned that Jim is being a bad influence on the kids when he takes them to a Bears game and they witness him punching a spectator, but Cheryl's disparaging remarks about her body image put her equally at fault as an example.
When Jim and Cheryl are caught fooling around after hours on the set of their kid's Thanksgiving play, Jim tries to find a way to reinstate Cheryl in the good graces with the PTA.
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.
Cheryl and Jim try to play matchmaker to a cop and his female partner, and Jim and Cheryl's memory of how they met doesn't mesh with the recollections Andy and Dana have, on a special one-hour episode.
Cheryl and Jim try to play matchmaker to a cop and his female partner , and Jim and Cheryl's memory of how they met doesn't mesh with the recollections Andy and Dana have, on a special one-hour episode.
A childhood buddy of Jim's who "has it all" hires Jim to design his expensive new home. A resentful Jim doesn't want to take the job at first, until he learns the guy wants something that "belongs" to Jim — Cheryl.
Jim and Cheryl are conflicted when their new friends turn out to be obnoxious — but are also able to get free Bears season tickets and discounts on hot tubs.
Jim refuses to spend money for a new dryer for Cheryl, but he secretly spends money for pricey sports memorabilia online, which Cheryl discovers when she simultaneously bids against Jim for a Chicago Bears helmet for his birthday.
