Matthew's 30th birthday causes him to have a mental breakdown of sorts as he adopts a an over-the-top punk persona. Jimmy announces his plans to build a 200 story skyscraper in the heart of Manhattan as his lasting legacy.
The episode spoofs the movie Titanic, where Walt and Dave sketch Lisa nude and give her heart shaped necklaces. Soon, though, the ship starts to sink...
Jimmy plans to go around the world in a hot air balloon, until Dave finds out that he is full of "hot air". Meanwhile, Bill switches from cigarettes to chewing tobacco.
Jimmy begs Dave and Lisa to get back together, saying that their affection makes them more efficient workers. Meanwhile Matthew gets a little car for his birthday.
Dave has a security door installed in the office, but the staff undermines its function. Bill becomes a pushover when he is hired for a television commercial.
Jimmy forces Dave and Lisa to run for the position of boss, a job neither one of them wants. Meanwhile Joe's brothers come to town to help organize a party for their parents leading to a series of meaingless macho scuffles.
After Bill pesters Lisa once again, Dave and Lisa hatch an evil plan to make Bill the boss to teach him a lesson. Bill's reign is eerily efficient. Joe goes on a sympathy strike to support another of Mr. James companies.
Dave's old college friends show up hoping to reunite their singing group. Matthew continously breaks down into tears as Lisa yells at him. Joe has problems with one of Dave's friends.
Jimmy promises to rehire Matthew if someone from WNYX wins a talent show. Dave's knife throwing act is promising until he meets his old nemesis and becomes too nervous to perform. Bill ruins Beth's song. Matthew's ventriloquist act is pathetic, but he wins the competition on pity alone.
After switching jobs with Lisa, Dave vows to regain his old job by being evil. Lisa's staff meetings go awkwardly. Dave's evil plan to let Bill have fake interviews with Bill Clinton makes Bill famous. Matthew sleeps on the couch in Lisa's office.
When Dave dumps Lisa, efficiency expert Andrea investigates the affair and arrives at a surprising decision that changes the face of the office. Meanwhile Matthew's secret life is uncovered and Bill's editorializing wins him some unwanted attention.
Dave tries to get Matthew his job back. Bill sets up a piano in the elevator and sings about politics. Jimmy brings a camera crew to the office to film a documentary.
Mr. James hires an efficiency expert to fire someone in the office to save money. The staff all knows it's going to be Matthew and try desperately to save his job.
After an uninsured Matthew severely injures himself while playing games, Dave falsifies a worker's comp claim to cover his treatment. Unfortunately Jimmy smells a rat and sets out to uncover the truth. Meanwhile Bill endlessly editorializes about an offensive word he heard on the air.
Dave is horrified to discover that he was insultingly truthful in a major magazine interview and as a result is forced to issue apologies to outraged co-workers but has to work especially hard to mend fences with Lisa. Meanwhile Matthew is terrified of losing his position as the office's resident weirdo to a temp.moreless
Bill's show the real deal is at risk of being cancelled. He meets Jerry Seinfeld at a restaurant and edits a taped interview which make Jerry look like a bad guy.
After suffering a major heart attack, the comatose Jimmy convalesces in WNYX's break room. To help him recover the entire staff spends time talking to Jimmy leading to moments of self reflection and expressions of affection for the unconscious boss. But after reflecting on her own life, Lisa suddenly realizes she wants to have a baby. With Dave. Now.moreless
After arguing about a parking ticket Bill is locked up in a mental institution. While Dave and Catherine try to spring him, Lisa and Joe take over Bill's show leading Joe to adopt some outrageous on air tactics.
Work at WNYX is disrupted by a noisy new upstairs neighbor driving Joe to retaliate. Also Catherine is offended by a new series of live on air ads featuring a street talking Bill.
When Jimmy starts removing furniture and equipment from WNYX due to budget shortfalls, Dave sets out to investigate where the missing money went and the trail leads to Bill. Meanwhile Matthew introduces everyone to his identical twin brother (Jon Stewart) who looks nothing like him.
While Dave and Bill are snowed in at the St. Louis airport airport temporary boss Lisa is ordered by Jimmy to break up Joe and Katherine's office romance. Meanwhile Beth and Matthew pay a visit to Bill's bachelor pad.
When Dave finds an abandoned porno magazine in the break room he sets out to find the owner, a task complicated by an invasion of small children who have been invited to the station by Jimmy in a bid to win the heart of their attractive teacher.
Jimmy realizes that the movie memorabilia he bought is fake, and has Joe help him sue the guy who sold it to him. Dave uses Lisa's idea to have members of the staff perform each others' performance review. Lisa gets mad at Dave because he didn't give her credit. Jimmy's lawsuit is going badly until he uses a secret phrase Joe knows that invariably causes judges to rule in your favor. After the staff shows their hatred of the peer performance reviews, Dave finally gives Lisa credit for the idea.moreless
After new Employee Conduct Guidelines are introduced Dave finds himself spending the rest of the day fielding frivolous complaints from the staff, a situation complicated by the fact that a vacationing Jimmy is constantly keeping in contact through a satellite hook-up.
After being humiliated by Bill, Matthew punches him out. As a result the balance of power in the office drastically changes as Bill becomes humble and cordial while Matthew becomes an overbearing, obnoxious jerk.
Bill's love for rap music turns to outrage when he hears the lyrics for the first time. Meanwhile Lisa has to deal with Catherine and Beth's jealousy when she is selected as New York's Cutest Radio Reporter.
With everyone anxious to leave work and head off on holidays, Dave finds himself doing everybody's job and delaying his trip to visit his parents with Lisa. Also Bill recruits Beth for a radio ad only to discover the director wants her and not him.
When Beth comes into some money, she turns to Jimmy James for investing advice. Advice that Bill desperately wants to hear. Meanwhile after returning from vacation Matthew's new obsession for all things Japanese drives everyone crazy, while Lisa is shocked to hear that the staff thinks she can trade on her sexual relationship with Dave to get office supplies.moreless
Catherine and Beth compete for Jimmy's extra ticket to a Knicks game. James Caan talks to Bill to research for a movie role. Dave tries to buy Lisa a television.
Daydreams plague staffers on an unbelievably hot day. Among others, Beth fantasizes that she's being stalked by Matthew, who's taking on horror movie guises; and Joe dreams he turned each of the staffers into androids. ''''
Beth replaces the sandwich vending machine in the office with an arcade game.''Lisa and Dave retake the SAT, but the arcade game keeps Dave up the night before the test. Bill falls apart when he can't get his favorite sandwiches.
Mr. James decides to run for President of the United States while Lisa declares to expose all of his secrets. Matthew grows a 70's style moustache to "get chicks".
Jimmy brings his fiancee to be to WNYX just as the building catches fire. Everyone face the prospect of death in different ways, but the potential disaster just might be what is needed to get Dave and Lisa back together.
After renting an expensive summer house for a group vacation, Matthew runs into nothing but trouble organizing the staff for its use. Meanwhile Dave, Bill and Jimmy spend the day trying to create the perfect baseball promo spot.
Mr. James gambles away Bill in a poker game, losing him to a station in Atlanta, Ga. Lisa has to win him back, without knowing how to play poker. Meanwhile, Bill says his goodbyes and Joe, Beth and Katherine camp out in the hotel room above the poker game, trying to give Lisa an edge.moreless
Setting up a command post in the office Jimmy tries to find a wife by end of the business day. Meanwhile Matthew agonizes over Lisa and Dave's break-up and Lisa makes a sensitive confession to Beth.
The friction between Dave and Lisa over Lisa's ex-boyfriend Stewart (Wallace Langham) comes to a head after the three of them go to dinner together. Bill and Catherine engage in escalating practical-joke warfare, egged on by double agent Joe.
Joe does an admirable job filling in for an ill Catherine, much to Bill's dismay. Beth dates Mr. James' nephew who is a depressed motivational speaker, in a form of a magician.
Beth hopes that her new hat -- based on the one Donald wore in "Fat Albert" -- is a business opportunity that Don Green (George Hamilton) can't refuse. Jimmy gives Beth some negotiation tips, but Lisa finds that they don't work so well on Dave when she asks him for a raise. Bill's relationship with his new girlfriend is complicated by the fact that she thinks he's British.moreless
Lisa becomes upset when Dave gives Matthew one of her assignments. Bill tries to make sure that Mr. James' early April Fool's pranks won't get in the way of his interview with a Wall Street reporter. Beth falls in love with a man that she's never met after going through his desk.moreless
Bill helps Dave overcome a fear of speaking when Dave has to do an introduction at a local broadcaster's function. Meanwhile, Matthew tries to learn how to small talk with guys from Joe.
Dave asks Mr. James to reconsider his Christmas gifts to the staff after they get together to give him a special present. Meanwhile, a Santa Claus working in the lobby harasses Bill.
Dave gives Matthew a in-name-only promotion to coordinating producer. Lisa's search for new career opportunities lands her a gig on MTV News. Meanwhile, Jimmy begins a search for a new wife.
Bill tries to write his autobiography but gets depressed when he realizes he has done nothing with his life. Dave tries to get the rest of the office to cheer Bill up.
Beth's friend Sandi is hired on as an office temp re-igniting a rivalry that causes problems for Matthew and Joe. Meanwhile, Bill runs afoul of some security guards who refuse to let him into the building.
When tension rises in the office, Jimmy brings in a therapist to help cool things down. Dave gets uncomfortable because the therapist is one of Lisa's ex-boyfriends. Meanwhile, Matthew refuses to leave the office despite being horrible sick.
Tired of having to lie for them, Beth forces Dave and Lisa to tell everyone the truth about their relationship. Meanwhile, Catherine tries to find out when Bill was born.
When the office pet rat dies, the staff hold a funeral. Dave who dislikes the rodent tries to figure out why everyone thinks that he is a cold and heartless person.
Joe who mistakenly thinks that Dave needs a date introduces him to several beautiful models that are in the building for a photo shoot. Bill worries that a stalker is after him and Jimmy introduces the staff to goofy ball.
Beth sends erotic pictures of herself to her "long distance" boyfriend in London. Meanwhile Joe tries to catch the person that is stealing his gelato out of the freezer every morning.
Dave's old girlfriend Nancy visits, still under the impression that she and Dave are an item. Meanwhile, Jimmy insists Bill interview a "financial visionary."
Bill invites Beth on a lunch date which she accepts despite Lisa's fear that Bill will take advantage of her. The tables are turned when Beth sticks her tongue down Bill's throat. Dave tries to get to the bottom of WNYX's severely bloated financial problems
Dave deals with his first challenge as news director when a subway train is derailed. Back in the office, Matthew's new desk causes friction among the staffers, whom all want new desks.
After sparks fly at dinner, Dave and Lisa try to hide their feelings from their co-workers. After a slip-up on the air, Matthew worries about being fired.