Dylan becomes upset after hearing about Gavin supposedly receiving a job offer in New York without telling her. As she fuels her anger, Jake is tempted to give his anchorman up without a fight after hearing Dylan might not move to the Big Apple with him. Meanwhile, Penny and Claire get in an auto accident, and both bribe Frank, the only witness, with friendship, hoping that he'll blame the wreck on the other. Later, when Roberta accidentally slips that the job offer in N.Y. was just a scam to get Gavin a raise in his salary, Dylan gets angry and tells him that it's over for good.

Jake asks Dylan out on a date, but she turns him down claiming that she is not ready to move on until she knows that Gavin is ready. Penny and Jake form a new segment for Good Morning, Miam called Get It On with Gavin, a dating show where Gavin dates a woman on camera and, in the next episode, decides if he will go out on another date with her. All goes well, until the date shows up and is a complete idiot. Jake feeds her lines through an ear-piece on camera so the date won't be a complete waste. Gavin finds out and tells Jake that he just isn't ready to move on, but Jake gives him a few words of encouragement. The next day Gavin makes a move that shocks Dylan and Jake. Meanwhile, Claire gets a phone call saying that an old friend of hers is in the hospital. Frank asks if she wants to see her, but she refuses because of a falling out the two had. When Frank learns about the falling out, he takes Claire to the hospital to visit her old friend. The air is cleared until another

Dylan needs time to think over Gavin's proposal, Claire and Frank can't keep it together during their appearance on a PSA for the influenza shot. Penny tells Jake, "I love you," and then quits. Jake tells Dylan, "I'm in love with You," but things go awry there. Penny and Gavin have dinner together and end up consoling each other. Gavin and Penny kiss. Jake runs after Penny and Dylan runs after Jake.

After Dylan comes up with a great idea for the show Jake gives her a segment of her own to produce but finds it hard to distinguish himself from a boyfriend and a boss. Meanwhile, Gavin takes a joke from Joni a little too seriously and starts to freak out about his age. As he tries new, youthful approaches to his job, Frank tries his own luck with Hollis, a new girl that gets his attention.

Jake finds out that Dylan has an ex-husband and tries to keep cool until Gavin reveals who Dylan's ex-husband really is -- and Jake can't get him out of his head. Meanwhile, as Halloween approaches, Penny goes to a costumed wedding reception and brings along Frank, who finds that being in costume has extra benefits when he thinks he's found his very own Southern belle.

Gavin shows up for work looking like a mess after being kicked out of Penny's bed in the middle of the night after she thinks he is getting emotionally involved in the relationship. Jake jumps in to keep the show running, but ends up bringing more havoc into the situation. Meanwhile, Dylan calls upon Victoria for help buying a car.

Jake and Dylan are excited to spend their first romantic Thanksgiving together but Jake's mother, Judy, has other plans and decides that Jake and Dylan should come over for Thanksgiving instead. With the rest of the staff home for the holiday, Frank is left in charge of the station temporarily.

It's zoo week on Good Morning Miami, and guest Erika, a local zooligist is on the show. Meanwhile, Frank decides it's time to ""retire his heart"" and end his dating days, but Jake soon tricks him on a date with Erika. After Frank leaves the table to buy Erika a gift, she leaves because she thinks Frank is weird. At the same time, Penny is trying to score free coffee by stealing the punch card puncher, and Gavin tries to get in on it too, only to abuse the free stuff and get caught. As a result of Penny telling the manager, she is rewarded with free coffee and baked goods for one year. Frank goes to get Erika back, and Jake shows up and tells him what happened. Frank feels very betrayed, but Jake sweet talks his way out of it.