Diligently trying to sway Samantha to include college in her future, Tony is infected by his own enthusiasm and decides to enroll.
Friendship is put to the test when Tony's old singing group gets together once more for a benefit performance to save their old high school from the demolition crew.
Angela and Tony play matchmaker, fixing up her shy cousin with his best buddy, the team doctor for the New York Rangers. But no one knows what to do when the unlikely pair decides to get married!
Samantha lands herself a date with a "college man," but fails to tell her dad, sending Tony on a rampage through the university library to track down the guy.
When Tony donates his cooking and cleaning services to a neighborhood charity auction, Angela must bid against Frankie, whose interest in Tony goes far beyond his house-keeping skills.
Tony moves into Mona's vacant apartment as he tries to relive his fun-filled bachelor days.
Mona discovers that her brother, Cornelius Rockwell, has used her nest egg to buy a seedy Manhattan hotel.
Angela hires another secretary to help Mona (Katherine Helmond) with the office workload, but Mona can't tolerate her work habits -- efficiency and perfectionism.
Angela impulsively asks the wildest guy from her high school days out on a date.
Angela feels old when she works on an ad account for a designer who has a staff of young and beautiful women.
Tony's recently released-from-prison father-in-law has new moneymaking idea: a prison diet book.
Geoffrey pops "the big question," but it's not quite what Angela -- or anyone else, for that matter -- expected.
Tony is pitted against a typing teacher from Brooklyn, nicknamed "The Terminator," in a charity boxing match.
Angela talks legendary performer Ray Charles into recording a love song written by Samantha's boyfriend as a jingle for an important account but when the young couple splits up, Samantha insists that Angela call the whole thing off. Ray Charles appears as himself.
Tony wrestles with his conscience over whether to try to patch things up after Angela and Geoffrey call it quits.
When Tony learns of a facet of his late wife's personality he never knew existed, he doubts his worth as a husband.
Tony tells Angela that she has been working too hard, and has a right to a vacation. So the combined Bower-Micelli clan flies to Puerto Vallarta for some fun in the sun, but all the while Angela is obsessed with events back at the office.
Angela and Tony celebrate his second anniversary as her housekeeper with her romantic home-cooked meal, but Angela fears that she has poisoned him when he succumbs to stomach cramps and is rushed to the hospital.
Angela picks the perfect Italian Princess Vionelli Foods Girl, but her overly enthusiastic advertising associate comes up with a blonde bombshell who wows the client and forces a battle for the job.
Tony's old baseball rival challenges him to a game that brings former Yankee manager Billy Martin, Los Angeles Dodgers star Steve Sax and "Mr. Baseball" Bob Uecker off the bench for a closer look when Angela plays for the opposing team.