Jamie hires a maid to clean the apartment. Jamie loves her work, and Paul enjoys talking to her. He is taken with the fact that someone should have to clean up after their mess. Soon, Selby starts visiting and talking to her also.
New York City hires Jamie to create a tourist promotion commercial. She hires Paul so they can work together. Paul wants a code word for when they disagree, but she does not think they need one. They find it is too much togetherness.
Paul & Jamie take a weekend vacation. Jamie obsesses over leaving and what to pack while Paul tries to keep it simple. Once there, Jamie initially finds it hard to relax. Soon Jamie embraces the area and Paul wants to leave.
Paul & Jamie attend an afternoon wedding of a friend. Jamie thinks it is unorganized and starts changing things. Paul accidentally tells the father of the bride that the happy couple lived together before marriage.
On Valentine's Day, while getting ready for a party, Paul & Jamie get stuck in the bathroom when the doorknob breaks. They spend the time trying to break the door down, painting toenails, eating antacid pills for food and more.
Jerry Lewis guest stars as Freddie Statler, an extremely wealthy man. He wants Paul to film a documentary of his life. Paul hires a film editor/cameraman who turns out to be very low key and slow moving.
Paul is painfully embarrassed after an incident when his overbearing and eccentric father, Burt, causes a scene to get the attention of TV show hosts Regis and Joy Philbin and afterward, gets invited as a guest on their live TV talk show. As a result of the media attention, Burt is treated with support and compassion while Paul is treated with hostility by the press as the "disapproving son."
Paul finds out that Jamie has a former TV star as a client. Paul and Ira still adore the former spy girl from the show. At a dinner, Ira takes spy girl back to the apartment, but spy girl does not remember Ira the next day.
Paul feels no jealousy about leaving Jamie alone in the apartment with an ex-boyfriend of hers when she hires him to paint the place, but Paul gets an unpleasant surprise when he returns home from work and finds the guy in bed with, of all people... Fran. From then on, Paul and Jamie somehow get involved in finding out how Mark and Fran decided to split up.
Paul and Jamie's friends Fran and Mark are separating. Paul & Jamie listen to Fran one night, and Mark the next. Paul & Jamie plan their one year anniversary celebration. Jamie feels she is betraying their friends with her happiness.
Lisa manages to lose Paul and Jamie's dog, Murray, when she takes him out for a walk, and returns with another Collie breed Jamie knows isn't the real Murray since the dog responds to commands, which prompts an all night search by Lisa and Ira in the park, Fran with Paul's listless and un-energetic cameraman, Warren, in her car and a trip by Jamie and Paul to the police station.
Paul takes the night off from work so he and Jamie can spend the night together. Each time they start to be romantic, something interrupts: Murray running across the bed, wrong music, phone calls, and more.
Paul's father Burt has a small heart attack. While he is in the hospital, Paul & Jamie stay with his mother Sylvia. Sylvia manages to make her backhand compliments to Jamie and Paul's sister, while treating Paul still as a young child.
After a hard day at work, the Buchmans go out to eat at Riff's Bar/Restaurant where Paul complains about his meddlesome new producer, Lou Bonaparte, for his latest documentary film about New York City, and Jamie counters with all about her sexist, credit-grabbing boss, who happens to be sitting quite near them.
On Halloween night, Paul forgets to tell Jamie that they're suppose to baby-sit for his 10-year-old nephew, and Jamie is forced to take him out trick or treating when Paul is delayed at work when Lou forces Paul to help do further editing for his latest film.
Paul & Jamie argue over her plan to set Lisa up with a date. He thinks Lisa should meet someone on her own, they way he & Jamie met. Jamie says fate brought she and Paul together. We see Paul & Jamie's first meeting through a flashback.
Jamie suspects Paul is planning to throw her a surprise 30th birthday party for her, but that's not the surprise Paul has planned, but neither is getting separated in the subway before the night can begin which involves Paul taking Jamie to an opera.
Jamie and Paul travel with Ira and Fran for the weekend in Atlantic City where Ira's long-estranged wife, Marianne, who works as the casino hostess, arranges their weekend for them. But Paul is not fond of the memories he has of Marianne who deserted Ira nearly 20 years ago, and who wants Ira to sign divorce papers for her to get married again.
Paul enjoys his work and is upset when Lou wants to cut three minutes out of his latest film. Jamie is looking for a new job and not sure what she really wants to do. Jamie sets Fran up with Lou on a double-date.
Jamie becomes upset when Lisa comes into her own, under a pseudonym, as the "saddest chapter" in her therapist's book, which blames Jamie as the "overbearing" sister for all the problems in her life despite the fact that it's Lisa who is the overbearing and obnoxious type.