An older woman from Tony's old neighborhood has fallen ill and wants Tony to be the guardian for her 5-year-old grandson, Billy.

Billy has his birthday. But the Harpers wants to hold their birthday party the same day as Angela and Tony. As a result an (expensive) fight arises, who has the better party with the most guest.

Tony feels inferior to Angela's success. A letter that addresses him as ""Mr. Angela Bower"" doesn't help his self-esteem. He takes a second job at a bar, but that proves to be a mistake.

The death of a friend puts Tony in a mid-life crisis. He has become quite the adventurer, and invites the family on a ski trip. His plan to propose marriage to Angela are thwarted by a series of accidents that consistently plague her. The joy of the proposal is short-lived when Angela turns him down.

Tony is angry at Angela for her rejection. Meanwhile, she continues to question the sincerity of Tony's intentions.

Sam and her boyfriend Hank are planning to get married, and Sam must find the right moment and way to tell Tony. But a series of incidents, including Hank's plan of career change, a roofing accident, and an unexpected visit from Hank's parents, yield a chaotic scene. During the bickering that ensues, Sam and Hank sneak off to elope.

Tony, Angela, Mona, Jonathan, Mrs. Rossini, and Hank's parents chase after Sam and Hank. They arrive at the chapel before the service began -- Sam did not want to be married without Tony present. Tony is still adamant against the union, but the ceremony goes forward as planned.

The house has a hole in the roof. This in conclusion leads to a rebuilding of Angela's bedroom. Joe, trained workman, carries out the job. But Tony, like it's his way, doesn't leave the workmen,like the others before them, in peace. This leads to a big argument between Joe and Tony - and Tony fires him and does the work now by himself. His team: Hank, Jonathan and Al.

Tony has graduated from college and his job search is unfulfilling. He gets a letter from an Iowa university who wants him to teach there. The job sounds perfect for him, but he pretends he is not interested, because it's so far from his home. Angela sees through his facade and convinces him to take the job.

With Tony living in Iowa, Angela and he take turns flying out to visit each other on the weekends. When this plan doesn't work out, Angela agrees to move to Iowa to be with Tony.

Angela attempts to adjust to her new life in Iowa, but discovers that she really wants to be back east, working at her agency. The conflict of professional interest threatens to split up Tony and Angela.