When Jake quits his job, Joan starts dispensing career advice.
Joan has second thoughts about agreeing to let Ruby date an old boyfriend.
When Jake and Steinie head north for an out of town football game, Joan uses the opportunity for a girl's night out with Ruby and Alice.
Joan reluctantly enlists Jake to help prepare the class for a citywide test.
Joan's power of persuasion works on Jake's friend when he hires one of her acquaintances as a waitress.
Joan panics when Jake renews his own apartment lease for two more years; Joan's marriage advice to Mark fails.
Joan (Joan Cusack) tells her curious students how she first met Jake after he unexpectedly shows up at her classroom.
Joan tries refusing to knit a sweater for Jake, citing a curse that cost her a series of boyfriends.
After setting up Alice with a handsome young chef, Joan presses Jake to invest her money in his new restaurant.
Joan feels guilty after Mark gets caught speeding since she was the one who encouraged him to drive faster.
Joan's comments about his job upset Jake; Ruby throws a party to lift Betsy's spirits.
Joan's (Joan Cusack) plans for Betsy and Mark's (Jessica Hecht, Wallace Langham) wedding go awry after a blizzard blankets Chicago.
Joan and the gang try to cheer up Ruby (Donna Murphy), who is depressed because she never pursued a singing career.
Joan trusts Jake won't succumb to the advances of a beautiful conference planner during a company retreat.
Joan (Joan Cusack) is anxious about her sister (guest star Ann Cusack) meeting Jake (Kyle Chandler); Mark (Wallace Langham) agrees to try again with Betsy (Jessica Hecht).
Joan competes with other teachers to get money for her speech team after the school board cuts the budget.
Joan (Joan Cusack) begs for a second meeting with Jake's (Kyle Chandler) parents after she makes a bad first impression. Guest star: Stefanie Powers.
Joan learns that her class cheated on a test; Jake coaches Betsy on negotiating in relationships.
Joan burdens Jake with serious relationship issues, but it is her frank discussion on sex that really gets him going.
The private lives of high-school teachers as they explore the possibilities of friendship and romance. This episode: Joan's boyfriend gets serious.