Season 2
1The Importance of Being Jim2002-10-01Cheryl and Jim clash when he breaks a promise to save a digital photo she values.
2Cars and Chicks2002-10-08Jim 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.
3The Baby Monitor2002-10-15Jim 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.
4The Pizza Boy2002-10-22Jim's pizza delivery boy moves in with him and Cheryl after the boy's father kicks him out of the house because of his dream of doing standup comedy.
5The Closet2002-10-29Jim is upset when Cheryl's stuff takes over the entire house, leaving him with no private place of his own.
6Punch & Ruby2002-11-05Cheryl 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.
7The Bachelor2002-11-12When Dana is picked to be a bachelorette on the reality series The Bachelor, Jim gives her a little advice on how not to be herself.
8Father Disfigure2002-11-19The charismatic new preacher at Cheryl and Jim's church holds a grudge against Jim for a childhood dodge-ball incident.
9Thanksgiving Confidential2002-11-26When 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.
10The Christmas Party2002-12-10Cheryl and the kids are invited to a neighbor's annual Christmas party, but Jim, who is feuding with the neighbor, isn't invited.
11The Brother-in-Law2002-12-17Country 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.
12Moral Dilemma2003-01-07Jim treats Cheryl to a romantic weekend with money he knows was mistakenly credited to his card.
13You Gotta Love Somebody (1)2003-01-21Cheryl 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.
14You Gotta Love Somebody (2)2003-01-21Cheryl 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.
15The Smell of Success2003-01-28Cheryl isn't very supportive of Jim's latest invention, a flatulent doll named "Gassy Gus."
16Slumber Party2003-02-04When Cheryl gets sick on the day of Ruby's birthday party, Jim is stuck trying to entertain a house full of little girls.
17The Ring2003-02-11When Jim and Cheryl run into his old girlfriend, Jim worries that Cheryl may find out the truth about his past when she invites the woman to dinner.
18Wonder Woman2003-02-18When Cheryl is mugged while shopping, Jim goes into protective overdrive.
19The Pass2003-02-25A 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.
20Dana Gets Fired2003-03-11Jim stands up to Dana's caustic boss — and gets her fired — and Andy has trouble delegating the arrangements for his birthday party.
21Bo Diddley2003-04-01Jim is torn between holding a nervous Cheryl's hand through her two-hour dental surgery or meeting his hero — blues legend Bo Diddley.
22Deal with the Devlins2003-04-01Jim 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.
23The Helmet2003-04-08Jim 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.
24No Harm, No Fowl2003-04-29When Gracie adopts an abandoned bird, the household cries fowl about the annoying addition to the family.
25About a Girl2003-05-06Dana pretends to be Ruby's mother to gain the interest of a single dad she met in the park.
26Mom's Boyfriend2003-05-13When Cheryl's recently widowed mother, Maggie, introduces her fiancÈ to the family, Cheryl and her siblings are wary of their whirlwind romance.
27Vegas, Baby (1)2003-05-20On a family trip to Vegas, Cheryl secretly plans a reunion with Jim and his estranged sister, Roxanne, on the special, one-hour season finale.
28Vegas, Baby (2)2003-05-20On a family trip to Vegas, Cheryl secretly plans a reunion with Jim and his estranged sister, Roxanne, on the special, one-hour season finale.