Jill (Patricia Richardson) plays matchmaker and introduces Wilson (Earl Hindman) to one of her professors (Beth Dixon).
Al tells Tim and Jill that one of their boys may have stolen a pocket knife. They don't believe their boys would steal, but they find the knife in Mark's pocket in the laundry.
Carrie, Jill's sister, comes to observe Jill's life to see if she would like to get married. Marty, Tim's brother, moves to Detroit.
Despite Jill's advice, Tim stays up all night watching Tool Time tapes because of his upset stomach from eating too much Polish food.
Tim spends a sleepless night watching his favorite "Tool Time" episodes as a consequence of overeating.
Bud Harper, Tim's new boss, wants to replace Al because younger viewers don't like him. Meanwhile, Brad gets detention on the first day of school and detention during detention.
Jill's (Patricia Richardson) surprise 40th birthday party may be ruined by her search for a piano from her youth. With Tim Allen.
At Jill's cousin's wedding, Tim tries to squeeze in sports for him in the boys. After Jill gets tired of writing her speech for the wedding, she decides to go water skiing with the boys and gets injured.
Brad throws a Halloween party for his new friends at school. Meanwhile, Tim, Jill, Al, and Ilene go to an awards show, hoping to win one for Tool Time, but it seems that the winner will be Cooking with Irma, which has won every other award.
Tim (Tim Allen) joins Jill's (Patricia Richardson) literary group when he feels threatened by her male classmate.
When Jill gets an A on her psychology paper, she starts giving psychiatric advice, which causes Michelle Russell's, Randy's girlfriend's, parents to have marital problems.
Tim Allen
Tim Taylor
Patricia Richardson
Jill Taylor
Earl Hindman
Wilson Wilson
Zachery Ty Bryan
Brad Taylor
Taran Noah Smith
Mark Taylor