Jack and Vicky have settled in. But Vicky learns that Jack hasn't told his family that he and Vicky are living together. And when his aunt shows up, he doesn't tell her which makes Vicky upset. In the meantime he hires a guy named EZ who's not exactly the brightest bulb to help him in the restaurant and he causes all sorts of problems.
When Jack has trouble performing, Vicky wonders why. She talks to her mother who says her father was like that and it was because of another woman. She says that's not it until she sees Jack "with" EZ's girlfriend. When Bradford learns that Jack is cheating on Vicky he confronts him. Jack tells him about his problem and Bradford suggests he sees a psychiatrist.
When Bradford wants to get out of paying his ex-wife alimony, he arranges for her to met a rich friend of his. When Jack overhears him making the arrangements, he assumes that he wants to get back together with her so he tries to help hoping that it'll change Vicky's feelings about marriage.
James is seeing a younger woman. When Vicky learns of this she's not comfortable with it. She asks jack to to talk to him about it. When he's unable to do anything about it. Vicky decides to talk to the girl and learns something she wasn't expecting.
A friend of Vicky's comes for a visit. While she and Vicky are alone she tells her about the new guy she met. Later Jack overhears her talking to someone on the phone saying she's met someone and Jack thinks he's talking about him. When Vicky has to go away on a flight, Jack doesn't want to be alone with her but can't tell Vicky why. So he thinks she's coming on to him so he try to keep her at bay.
When Vicky gets a large refund from the IRS, she wants to invest it. So she turns to her father. Jack feels insulted that she doesn't ask him. So she gives him the money and what he does is buy some wine. When he tries one of the bottles, he learns that it's turned bad. Not wanting to hurt Vicky, he tries to get another job so he can pay her back. But he seems to have trouble at the job he gets.
While playing a trivia game with Vicky and she does well. They go to a carnival and she wins a stuff toy while he doesn't. When she tells him a couple of her friends are coming he goes out to smarten up. And when they are there they are talking about something completely different and when he comes in and starts babbling stuff he read and walks out dejected. Vicky's dad suggests that she find a way to give his ego a boost which he overhears. When she goes out on the ledge, she trips and is teetering on the edge and calls Jack to help but he refuses to.
When the company that collects the restaurant's trash raises their rates, Jack is so upset that he wants to go to City Hall and complain. Bradford tells him that he shouldn't ruffle any feathers but in reality is the owner of the company. Vicky decides to go but because of her cold can't, Jack offers to go and talks to the council but the head of the council stonewalls him because Bradford is one of their supporters. Jack then gets an offer to air his grievance on a radio talk show. When Bradford hears of Jack's plan he tries to set him up for a fall.
Vicky gets a chance to do a commercial for the airline. Jack accompanies her to the audition and clashes with the director. In the end the director decides not to use Vicky. Her parents tell Jack to apologize to the director, but the director's boss says they want Vicky for the commercial anyway. When Jack arrives the director tries to get Jack to grovel, but when he learns that they actually want Vicky, he turns the tables on them. The director offers Jack a part in the commercial and he and the director continue to clash.