Jim turns baby-sitting into a sporting event by staging baby races where the fathers bet on their kids.
Despite Mandy's warnings, Andy plays snow football with Jim and gets injured.
Jim tries to be a cool dad to impress Ruby and her friends but realizes that she is just manipulating him.
When Jim is prescribed pain pills for a back injury, the family takes advantage of his unusually mellow mood.
Jim is frustrated that Kyle seems to like science-fiction better than sports, so he tries to change his son's opinion by going to a convention with him.
When Jim gets financially rewarded for doing charity work, Cheryl tells him that he should return the money.
Despite Cheryl's reservations, Jim gets Kyle out of his first day of kindergarten to go see a Cubs game.
Jim fears that Cheryl's romantic expectations will increase as Ryan (Mitch Rouse) showers Dana with gifts, until he learns a secret about a special tape Cheryl may have made.
When Cheryl wins two tickets to visit Hugh Hefner at the Playboy Mansion, she decides to take Dana instead of Jim.
Cheryl surprises Jim with a romantic evening, but it cuts into his planned TV boxing match.
Jim offers to give Andy an old barbecue grill, then decides Andy should pay for it.
Cheryl and Dana are forced to smash their way out of a locked garage because they ignored Jim's lesson on how to open the door from the inside.
Jim is concerned that Kyle is going to grow up to be effeminate when he insists on wearing a Cinderella costume for Halloween.
Jim is hurt when Ruby invites Andy to the father-daughter dance instead of him.
Cheryl's mother has plans for the afterlife that would put everyone in a large family plot she reserved years ago, but Jim insists on his own family plot, conveniently located next to that of a star football player.
Jim becomes the prey of a 40-pound psychotic turkey named Angry Pete during a Thanksgiving hunt with Andy.
Cheryl's doctor puts sex off-limits until the time is right for conception; Jim eats crow to win a huge account from a blowhard potential client (Tom Arnold).
When Jim gets into an accident with a department store Santa, an altercation ensues that leaves his on-looking kids fearing Santa will not bring them any gifts.
Jim, a superstitious sports fan, comes to believe that his former neighbors, the Devlins, bring good luck to the Bulls.
Jim is dismayed when he has to drive Gracie to spelling bee tournaments all over the state.
Jim is shocked to learn that his recently deceased friend will be buried with a rare baseball card he stole from Jim.
Jim and Cheryl adjust the clocks to get the kids to bed earlier so they can have more quality time together.
Confident Jim is crushed when he loses a hot-dog-eating contest to a petite woman, and Andy compounds Jim's sorrow by deciding to date the winner.
Dana and Cheryl worry when their respective partners Andy and Jim decide to take up some dangerous adrenaline sports.
Jim and Cheryl's botched anniversary moments from years past.
Jim scrambles to find a replacement when he accidentally knocks the minister unconscious with the car door on Dana's wedding day.
Cheryl and Jim's memories of their first meeting conflict when they try to play matchmaker to a cop and his partner (Dan Aykroyd, Laraine Newman).
Cheryl disapproves of Jim's latest invention, a flatulent doll named Gassy Gus. Andrea Walters, Ben Falcone, Andre Ware and Philip Daniel Bolden guest star.
When Cheryl gets sick, and Jim is forced to entertain a gaggle of little girls at Ruby's slumber party.
Jim worries Cheryl will learn the truth about her engagement ring after she invites his old girlfriend (Crystal Bernard) to dinner.
Jim goes into protective overdrive after Cheryl is mugged while shopping.
A successful guy that Jim went to high school with gives him a big contracting job and makes a pass at Cheryl over dinner.
Jim does more harm than good when he stands up to Dana's boss; Andy has trouble making arrangements for his birthday party.