Beth sends her boyfriend naked pictures of herself, making Lisa worry about not being sexually adventurous. Joe looks to catch the office gelato thief. Mr. James takes his vacation in the office.
The staff play with a Goofy Ball, a toy made by one of Mr. James' companies. Joe tries to set Dave up with a fashion model. Bill thinks a stalker is trying to kill him.
Matthew gets a title bump to "Coordinating Producer" and tries to boss the staff around. Mr. James announces his wife-candidate search and tries to negotiate a marriage. Lisa looks for a new job and tries her hand at MTV News.
Bill's recent purchase of a cane aggravates Dave. Matthew is concerned that Joe hates him. Dave is not prepared for the annual staff retreat and is upset with Lisa for not informing him about it.
No one believes Bill when he tells them that a bell-ringing Santa is threatening to kill him. The staff is disappointed by Mr James' cheap Christmas presents, so he gives new cars to everyone... except Matthew.
Mr James decides to play April Fools' pranks in February, which really puts Bill on edge, because today is the day that a Wall Street Journal reporter has come to profile him.
Beth seeks the secret to business negotiations. Lisa requests a raise from Dave. Bill tries to get the staff to help him cover up a secret he's keeping from his latest girlfriend.
When Catherine is out sick, Bill puts Joe on the air in her place, expecting him to do badly. At the same time, Beth is inexplicably fascinated by Mr. James' weird, nerdy nephew.
Dave finally confronts Lisa about her relationship with Stewart, but his actions have dire consequences. Joe helps Bill and Catherine wage a prank war against each other - but why?
Once a year, Mr James plays poker with other station owners, and the stakes are pieces of their respective stations. Mr James loses the coffee machine, and then he loses Bill. Mr James realizes he's lost his magic, so Lisa plays as his proxy.
Matthew nearly loses it when he tries to get the staff to rent a house in the Hamptons together. Bill and Dave can't agree on a baseball promo, and spend an exhausting day with Mr James and a sound editor.
Joe is bothered by the building's new security cameras; Mr James thinks he's found the perfect wife candidate, though he just needs to find out what's wrong with her; and a fire in the building freaks Bill out, but makes Dave and Lisa hot under the collar.