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Jimmy sponsors an ultimate fight contest between Mathew and Joe. Bill begins recording his conversations with Lisa.

Stranded in the St. Louis airport for days because of a snowstorm, Dave is forced to deal with Bill and his revolt against friendly Midwestern people. Back in New York City, Lisa tries to deal with being boss, though Mr. James doesn't show the enthusiasm she had hoped. Mr. James goes on a mission to stop Joe and Catherine from becoming romantically involved.

Dave and Lisa fight over a new apartment and, needing a required reference, they each immediately go to Mr. James, who opts to let the staff decide who should receive the reference. To spice up the "crappy" WNYX website, Joe sets up a webcam in the breakroom.

Bill is devastated when Beth has the old sandwich machine removed from the office, and Dave is horrified when she replaces it with a classic arcade machine. Lisa is so worried she's losing her smarts that she re-takes her SATs.

Lisa discovers her contract allows her to have an assistant. When the new gal shows up looking hot and acting flirty, the boys go crazy and the women get irritated. Max is upset the women have a couch in their rest room and demands the same. Things get ugly when Jimmy overdoes the mens room and people cant agree to the rules of its use.

Dave feels confident about WNYX's chances at a broadcasting awards dinner, but the staff doesn't share his enthusiasm after previous losses. Catherine invites Joe to be her guest at the black-tie affair but worries about what he will wear.

Using information secretly collected by secret office observers, Mr. James notices Dave and Lisa's productivity levels were higher when they were dating. Mr. James tries to get them back together, but when that fails, Bill steps in. Mr. James gets Matthew a small red car for his birthday, which he drives around the building and meets a girl with.

Lisa and Beth try to find out why Matthew has gotten a brother from the Big Brothers Big Sisters of America. Dave seemingly becomes paranoid when Bill suggests Lisa has a secret new boyfriend, which leads Bill, Joe, and Mr. James on the hunt for whom the guy is.

Dave has to decide the annual bonuses. Bill is upset over people leaving food on his desk.

After Bill's funeral, the staff deals with their grief. Catherine comes back to read some private messages as part of Bill's last will. Matthew wants to believe Bill is still alive and traveling the world.

Max tries to help Lisa with a supposed speech impediment, but accidentally uncovers her hidden Boston accent. Dave offers to do an inspiring video message for an old teacher's students.

On his 32nd birthday, Dave gets visited by three old college friends of his who want him to quit his job and join their old a capella singing group.

All the staff wants to leave early for Christmas, which delays Lisa's meeting Dave's parents in Wisconsin. Matthew helps Mr. James pick gifts for his rich friends. Bill has Beth record a commercial with him.

After beating the D.B. Cooper case in court, Mr. James returns to the station to find he cannot get rid of Johnny Johnson, who was made CEO in Mr. James' absence. Now the staff and Mr. James must find a way to win back Jimmy's empire.

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.

Mr. James is going on a fishing vacation. So Mr James can remain in touch with the office, Joe sets up a two-way satellite box. It drives the staff crazy since they must take it around the office. Also, a new complaint box is installed and promptly abused.

After a co-worker nobody knew dies in a freak incident involving a copy machine Joe modified, Joe blames himself for the man's death. An old college friend of the departed shows up wanting to know more about him, and the staff, led by Bill, make up lies.

The office thermostat is broken, and the heat is getting to the staff, with everybody in the office having delusional daydreams. Dave deals with low station ratings.

Matthew and Mr. James switch jobs for a day, Dave bans Max from the kitchen, Beth tries to avoid debt collector.

Lisa mistakenly believes she's been dumped by Dave, which Andrea finds out about and leads to an investigation of the relationship. Andrea deludes herself into thinking she and Lisa are friends. Bill causes Mr. James legal trouble after suggesting foreign diplomats be dragged out from cars and beaten for not paying parking tickets, and one subsequently is. Beth and Joe discover Matthew has a real talent.

Beth's copycat friend temps at the office. Security guards won't let Bill into the building without his ID.

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.

Mr James wants to do business with a computer billionaire, but he is shocked when he finds the man has casual clothing, a beard, and long hair. Joe takes Jimmy on a hypnotic psychoanalysis to find he's been terrified of hippies ever since a violent hippie encounter back in 1968.

The staff are upset when Mr James doesn't invite them to his big Halloween party because they think they're too cool to dress up. Lisa volunteers Dave to wear "the most outrageous costume ever" to get them into the party spirit.

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.