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| CLEAN | Episode was recorded off a commercial-free satellite feed |
| ORIG | Episode was recorded from its original broadcast |
| RERUN | Episode was recorded from a rerun (no known cuts) |
| SYND | Episode was recorded from a syndicated rerun (several minutes are typically trimmed from these by the syndicators to make room for more commercials) |
| SYND | 21-Mar-1995 | Episode 1 | Season 1 Number 1 | Pilot | A station's news director copes with a staff of eccentrics. |
| SYND | 28-Mar-1995 | Episode 2 | Season 1 Number 2 | Inappropriate | Dave and Lisa get friendly after a post-work dinner. |
| SYND | 4-Apr-1995 | Episode 3 | Season 1 Number 3 | Smoking | Forced to comply with no-smoking rules, Bill causes chaos. |
| RERUN | 11-Apr-1995 | Episode 4 | Season 1 Number 4 | The Crisis | Jealousy over Matthew's new desk impedes the staff's coverage of breaking news. |
| SYND | 18-Apr-1995 | Episode 5 | Season 1 Number 5 | Big Day | Steve makes Dave deliver the bonus checks; Lisa and Bill lobby for a big bonus. |
| SYND | 2-May-1995 | Episode 6 | Season 1 Number 6 | Luncheon at the Waldorf | Dave determines everyone is charging frivolous expenses to the station. |
| SYND | 9-May-1995 | Episode 7 | Season 1 Number 7 | Sweeps Week | Dave gets a surprise visit from an ex-girlfriend (Janeane Garofalo). |
| SYND | 19-Sep-1995 | Episode 8 | Season 2 Number 1 | No, This Is Not Based Entirely on Julie's Life | Beth sends nude photographs of herself to her boyfriend in London. |
| RERUN | 26-Sep-1995 | Episode 9 | Season 2 Number 2 | Goofy Ball | Noise from the office above the station incites quarreling. |
| RERUN | 10-Oct-1995 | Episode 10 | Season 2 Number 3 | The Rat Funeral | After the demise of the office pet rat, the staffers hold a funeral for him. |
| SYND | 31-Oct-1995 | Episode 11 | Season 2 Number 4 | The Breakup | Dave and Lisa's announcement prompts co-workers' unsolicited opinions. |
| RERUN | 7-Nov-1995 | Episode 12 | Season 2 Number 5 | Shrink | Rising tension between staffers prompts Jimmy to hire a psychiatrist (John Ritter). |
| SYND | 14-Nov-1995 | Episode 13 | Season 2 Number 6 | Friends | A temp, Beth's flirtatious friend (Bebe Neuwirth), disrupts the office. |
| SYND | 21-Nov-1995 | Episode 14 | Season 2 Number 7 | Bill's Autobiography | When Bill decides to write his autobiography, he slips into a depression. |
| RERUN | 28-Nov-1995 | Episode 15 | Season 2 Number 8 | Negotiation | Unhappy with her radio career, Lisa lands a temporary job at MTV; guests Anthrax. |
| ORIG | 12-Dec-1995 | Episode 16 | Season 2 Number 9 | The Cane | Dave is annoyed by Bill's latest accessory, his beloved cane. |
| ORIG | 19-Dec-1995 | Episode 17 | Season 2 Number 10 | Xmas Story | The staff gives Jimmy an expensive gift; paranoid Bill fears an evil Santa. |
| ORIG | 7-Jan-1996 | Episode 18 | Season 2 Number 11 | Station Sale | Jimmy announces to the staff that he plans to sell the station. |
| ORIG | 14-Jan-1996 | Episode 19 | Season 2 Number 12 | Bitch Session | A strict new code of conduct prompts the staff to reveal feelings about Dave. |
| ORIG | 4-Feb-1996 | Episode 20 | Season 2 Number 13 | In through the Out Door | Dave gets nervous when he has to introduce Bill at a local broadcast function. |
| ORIG | 18-Feb-1996 | Episode 21 | Season 2 Number 14 | The Song Remains the Same | Jimmy pulls pranks on the staff; a newspaper reporter interviews Bill. |
| ORIG | 25-Feb-1996 | Episode 22 | Season 2 Number 15 | Zoso | Beth pitches one of her designs to a fashion executive (George Hamilton). |
| ORIG | 10-Mar-1996 | Episode 23 | Season 2 Number 16 | Houses of the Holy | Joe surprises everyone with his on-air talent when he fills in for Catherine. |
| ORIG | 24-Mar-1996 | Episode 24 | Season 2 Number 17 | Physical Graffiti | Dave becomes jealous when Lisa's former boyfriend (Wallace Langham) visits. |
| ORIG | 31-Mar-1996 | Episode 25 | Season 2 Number 18 | Led Zeppelin | Bill tries to bond with Dave when Dave and Lisa break up. |
| ORIG | 14-Apr-1996 | Episode 26 | Season 2 Number 19 | Presence | Jimmy wagers anchorman Bill in a poker game and loses him to a rival station. |
| RERUN | 21-Apr-1996 | Episode 27 | Season 2 Number 20 | Coda | Matthew organizes a staff getaway at the beach house of his dreams. |
| ORIG | 28-Apr-1996 | Episode 28 | Season 2 Number 21 | Led Zeppelin II | Joe (Joe Rogan) accidentally sets the WNYX building on fire. |
| ORIG | 18-Sep-1996 | Episode 29 | Season 3 Number 1 | President | Jimmy decides to run for president; Matthew's mustache annoys his co-workers. |
| RERUN | 25-Sep-1996 | Episode 30 | Season 3 Number 2 | Review | Matthew quits; the staff reacts to a trade paper's mediocre review of WNYX. |
| ORIG | 2-Oct-1996 | Episode 31 | Season 3 Number 3 | Massage Chair | Amid WNYX budget cuts, Bill orders a special massage chair without approval. |
| RERUN | 23-Oct-1996 | Episode 32 | Season 3 Number 4 | Arcade | A video arcade game replaces a sandwich vending machine at the office. |
| RERUN | 30-Oct-1996 | Episode 33 | Season 3 Number 5 | Halloween | Dave inspires the staff to dress in costume for Jimmy's annual Halloween bash. |
| SYND | 6-Nov-1996 | Episode 34 | Season 3 Number 6 | Awards Show | Dave pumps up WNYX staffers before a broadcasting awards show; guest Bob Costas. |
| SYND | 13-Nov-1996 | Episode 35 | Season 3 Number 7 | Daydream | The staff experiences wild daydreams after the air conditioning breaks down. |
| SYND | 20-Nov-1996 | Episode 36 | Season 3 Number 8 | Movie Star | James Caan studies Bill for his upcoming role as a radio broadcaster. |
| ORIG | 11-Dec-1996 | Episode 37 | Season 3 Number 9 | Stocks | Jimmy decides to counsel Beth on stock options. |
| ORIG | 18-Dec-1996 | Episode 38 | Season 3 Number 10 | Christmas | Plans go awry when the staff tries to leave early on Christmas Eve. |
| ORIG | 19-Dec-1996 | Episode 39 | Season 3 Number 11 | The Trainer | Bill takes Matthew to a prestigious gym. |
| RERUN | 8-Jan-1997 | Episode 40 | Season 3 Number 12 | Rap | Bill delivers on-air editorials about rap music lyrics; guest Chuck D. |
| ORIG | 15-Jan-1997 | Episode 41 | Season 3 Number 13 | Led Zeppelin Boxed Set | Matthew confronts Bill with his feelings after Bill unknowingly makes him cry. |
| ORIG | 29-Jan-1997 | Episode 42 | Season 3 Number 14 | Complaint Box | Missives from the newly installed office complaint box beseige Dave. |
| ORIG | 5-Feb-1997 | Episode 43 | Season 3 Number 15 | Rose Bowl | Jimmy sues a disreputable movie memorabilia collector; guest David Clennon; George Lindsey. |
| ORIG | 12-Feb-1997 | Episode 44 | Season 3 Number 16 | Kids | Jimmy pursues a teacher visiting the station with her young students. |
| ORIG | 19-Feb-1997 | Episode 45 | Season 3 Number 17 | Airport | Dave deals with Bill's New York attitude in the St. Louis airport. |
| ORIG | 12-Mar-1997 | Episode 46 | Season 3 Number 18 | Twins | WNYX staffers meet Matthew's twin brother (Jon Stewart) for the first time. |
| ORIG | 19-Mar-1997 | Episode 47 | Season 3 Number 19 | Office Feud | Noise from the office above the station incites quarreling. |
| RERUN | 2-Apr-1997 | Episode 48 | Season 3 Number 20 | Our Fiftieth Episode | Bill bonds with a fellow patient (Jon Lovitz) when he lands in a psychiatric ward. |
| CLEAN | 7-May-1997 | Episode 49 | Season 3 Number 21 | Sleeping | Jimmy suffers a heart attack, prompting diverse staff reactions. |
| RERUN | 7-May-1997 | Episode 50 | Season 3 Number 22 | The Real Deal | Bill and Lisa launch a new interview show; guest Jerry Seinfeld. |
| CLEAN | 14-May-1997 | Episode 51 | Season 3 Number 23 | Mistake | Dave's remarks hurt the staff; Matthew feels threatened by a weird office temp (French Stewart). |
| CLEAN | 21-May-1997 | Episode 52 | Season 3 Number 24 | Space | A futuristic WNYX operates in outer space; guest Bobbie Brown. |
| CLEAN | 5-Jun-1997 | Episode 53 | Season 3 Number 25 | Injury | Jimmy hires a slick attorney (Norm MacDonald) when Matthew gets hurt on the job. |
| ORIG | 23-Sep-1997 | Episode 54 | Season 4 Number 1 | Jumper | A man (Jon Lovitz) threatens to jump off the ledge outside Dave's office. |
| ORIG | 30-Sep-1997 | Episode 55 | Season 4 Number 2 | Planbee | Jimmy hires an efficiency expert to analyze the WNYX workplace. |
| ORIG | 28-Oct-1997 | Episode 56 | Season 4 Number 3 | The Public Domain | Andrea's changes to the office bring chaos; Jimmy films his own video biography. |
| ORIG | 4-Nov-1997 | Episode 57 | Season 4 Number 4 | Super Karate Monkey Death Car | The WNYX staff must take a lie-detector test; Matthew may have a new job; Jimmy's written biography, which originally failed in the U.S., is translated into Japanese then back into English. |
| ORIG | 11-Nov-1997 | Episode 58 | Season 4 Number 5 | French Diplomacy | Dave faces crises when Lisa announces that he dumped her. |
| RERUN | 18-Nov-1997 | Episode 59 | Season 4 Number 6 | Pure Evil | Demoted Dave decides to become evil; Bill becomes a shock jock on the air. |
| ORIG | 25-Nov-1997 | Episode 60 | Season 4 Number 7 | Catherine Moves On | The WNYX staff bids farewell to Catherine when she accepts a new job in London. |
| ORIG | 16-Dec-1997 | Episode 61 | Season 4 Number 8 | Stupid Holiday Charity Talent Show | Jimmy will rehire Matthew if the WNYX staff wins a charity talent contest. |
| SYND | 1-Jan-1998 | Episode 62 | Season 4 Number 9 | The Secret of Management | Jimmy tells newly promoted Lisa his secret of management; Bill hires a butler. |
| ORIG | 6-Jan-1998 | Episode 63 | Season 4 Number 10 | Look Who's Talking | Dave and Lisa are stunned to learn Bill is in the process of adopting a baby. |
| ORIG | 13-Jan-1998 | Episode 64 | Season 4 Number 11 | Chock | Dave's collegiate pals sing to him on his birthday; Lisa turns tough on Matthew. |
| ORIG | 20-Jan-1998 | Episode 65 | Season 4 Number 12 | Who's the Boss? | Bill is a success when Dave and Lisa give him the job of running WNYX. |
| ORIG | 3-Feb-1998 | Episode 66 | Season 4 Number 13 | Who's the Boss? Part II | Jimmy makes the employees vote on who will become the news director. |
| CLEAN | 24-Feb-1998 | Episode 67 | Season 4 Number 14 | Security Door | Paranoid Dave has a security door installed in the lobby at WNYX. |
| ORIG | 3-Mar-1998 | Episode 68 | Season 4 Number 15 | Big Brother | Matthew's Big Brother is a man (Michael Buchman Silver) only a few years his senior. |
| ORIG | 18-Mar-1998 | Episode 69 | Season 4 Number 16 | Beep, Beep | Jimmy insists Dave and Lisa get back together; Matthew gets an electric toy car. |
| ORIG | 25-Mar-1998 | Episode 70 | Season 4 Number 17 | Balloon | Lisa plans to cover Jimmy's global hot-air-balloon trip; Bill stops smoking again. |
| ORIG | 1-Apr-1998 | Episode 71 | Season 4 Number 18 | Our Fiftieth Episode (Pop-Up Video Version) | Bill bonds with a fellow patient (Jon Lovitz) when he lands in a psychiatric ward. (Pop-ups provided by VH-1's Pop-Up Video) |
| ORIG | 8-Apr-1998 | Episode 72 | Season 4 Number 19 | Copy Machine | LOTTO NOTICES ABOUND. WE ALSO HAVE A SYND VERSION. A WNYX employee dies in a bizarre office accident. |
| ORIG | 15-Apr-1998 | Episode 73 | Season 4 Number 20 | Monster Rancher | Jimmy's handsome, young nephew becomes a WNYX intern under Dave's wing. |
| ORIG | 29-Apr-1998 | Episode 74 | Season 4 Number 21 | 4:20 | Matthew and Joe square off in a boxing ring for a charity match. |
| ORIG | 6-May-1998 | Episode 75 | Season 4 Number 22 | Jackass Junior High | Dave has a day filled with personnel problems fueled by insecurities. |
| CLEAN | 12-May-1998 | Episode 76 | Season 4 Number 23 | Sinking Ship | The WNYX office parallels a Titanic experience. |
| ORIG | 23-Sep-1998 | Episode 77 | Season 5 Number 1 | Bill Moves On | The WNYX staff deals with the sudden death of colleague Bill McNeal; guest Khandi Alexander. |
| ORIG | 7-Oct-1998 | Episode 78 | Season 5 Number 2 | Meet the Max Louis | VERY BEGINNING IS MISSING. WE ALSO HAVE A SYND VERSION. Dave decides to hire Bill's old friend Max Louis (Jon Lovitz) as on-air talent. |
| RERUN | 14-Oct-1998 | Episode 79 | Season 5 Number 3 | Lucky Burger | Matthew hires Joe to research Max's radio history, hoping to find damaging info. |
| ORIG | 21-Oct-1998 | Episode 80 | Season 5 Number 4 | Noise | Joe makes a relaxation tool for Dave; Lisa questions Max about segments he made. |
| ORIG | 28-Oct-1998 | Episode 81 | Season 5 Number 5 | Flowers for Matthew | Joe uses Matthew in an experiment; Max wonders if Beth is interested in him. |
| ORIG | 4-Nov-1998 | Episode 82 | Season 5 Number 6 | Jail | A business rival takes control of WNYX when the FBI puts Jimmy in jail. (Part 1 of 3) |
| ORIG | 11-Nov-1998 | Episode 83 | Season 5 Number 7 | The Lam | When Jimmy breaks out of jail Matthew hunts for him; Lisa dates Johnny. (Part 2 of 3) |
| ORIG | 24-Nov-1998 | Episode 84 | Season 5 Number 8 | Clash of the Titans | Jimmy's confession shocks staffers when they attend his trial; guest Adam West. (Part 3 of 3) |
| CLEAN | 9-Dec-1998 | Episode 85 | Season 5 Number 9 | Boston | Dave's former teacher asks him to make a videotape for his alma mater. |
| ORIG | 15-Dec-1998 | Episode 86 | Season 5 Number 10 | Spooky Rapping Crypt | Beth and Jimmy have the same idea; Matthew believes he's being manipulated. |
| CLEAN | 5-Jan-1999 | Episode 87 | Season 5 Number 11 | Stinkbutt | Jimmy hires a security adviser (Toby Huss); Lisa and Matthew wear the same shirt. |
| CLEAN | 12-Jan-1999 | Episode 88 | Season 5 Number 12 | Apartment | Dave and Lisa vie for the same coveted apartment; Joe creates WNYX website. |
| ORIG | 2-Feb-1999 | Episode 89 | Season 5 Number 13 | Towers | On his 30th birthday, Matthew changes his appearance and demeanor. |
| CLEAN | 9-Feb-1999 | Episode 90 | Season 5 Number 14 | Hair | Jimmy revisits the 1960s when Joe hypnotizes him to resolve a past experience. |
| ORIG | 16-Feb-1999 | Episode 91 | Season 5 Number 15 | Assistant | Lisa's new assistant (Tiffani-Amber Thiessen) ignores her work, tuning in to Dave. |
| CLEAN | 23-Feb-1999 | Episode 92 | Season 5 Number 16 | Wino | Matthew finds Jimmy's nemesis Johnny (Patrick Warburton) living as a bum. (Part 1 of 2) |
| CLEAN | 2-Mar-1999 | Episode 93 | Season 5 Number 17 | Wedding | Dave discourages Lisa who prepares for her wedding to homeless Johnny. (Part 2 of 2) |
| ORIG | 9-Mar-1999 | Episode 94 | Season 5 Number 18 | Ploy | In a ploy to get Beth to date him, Max announces he's leaving WNYX. |
| ORIG | 13-Apr-1999 | Episode 95 | Season 5 Number 19 | Padded Suit | Dave makes WNYX staffers adhere to job descriptions to improve professionalism. |
| CLEAN | 20-Apr-1999 | Episode 96 | Season 5 Number 20 | Freaky Friday | Matthew loses Jimmy's fortune in a computer snafu when the pair swaps lives for a day. |
| CLEAN | 27-Apr-1999 | Episode 97 | Season 5 Number 21 | Retirement | Staff plans a farewell party when Jimmy James announces his retirement. (Part 1 of 2) |
| CLEAN | 4-May-1999 | Episode 98 | Season 5 Number 22 | New Hampshire | All except Matthew and Dave leave to work at Jimmy's rural radio station. (Part 2 of 2) |