Season 4: 1999-2000
| Series # |
Season # |
Title | Director | Writer(s) | Original airdate |
|---|---|---|---|---|---|
| 75 | 1 | "Catcher in the Bronx" | Andy Cadiff | Tom Hertz | September 21, 1999 |
| Mike tries to remember what happened between him and Heidi Klum the night before. Mike also has to find a Senate campaign manager for the mayor. Guest stars: James Carville, Roger Clemens (First appearance: Caitlin Moore (Heather Locklear)) | |||||
| 76 | 2 | "James and the Giant Speech" | Andy Cadiff | Stephen Godchaux | September 28, 1999 |
| Caitlin makes her presence known around City Hall by firing James as the speech writer and taking over Paul's office. The Mayor cheats at golf. Guest star: Nipsey Russell | |||||
| 77 | 3 | "All the Mayor's Men" | Andy Cadiff | Jon Pollack | October 5, 1999 |
| Mike plans a break-in of the Mayor's office in order to find out what dirt Caitlin has on him. | |||||
| 78 | 4 | "These Shoes Were Made for Cheatin'" | Andy Cadiff | Tad Quill | October 12, 1999 |
| Mike tricks Nikki into a couples therapy session. Stuart wants to join a gay gym. | |||||
| 79 | 5 | "Rebel Without a Chair" | Andy Cadiff | Jay Scherick & David Ronn | October 19, 1999 |
| After being nominated for "Activist of the Year", Carter begins to feel unworthy of the award. Mike interrupts an interview, that results in a homosexual newspaper printing that he and the Mayor are an item. | |||||
| 80 | 6 | "The Mayor May Not" | Andy Cadiff | Tom Hertz | November 2, 1999 |
| Bickering between Mike and Caitlin causes the Mayor to drop out of the Senate race. Paul and James wage a practical joke war against Stuart. Guest star: Alfonse Marcello D'Amato. | |||||
| 81 | 7 | "The Great Debate" | Andy Cadiff | Jill Cargerman | November 9, 1999 |
| After Caitlin bankrupts the Mayors Senate campaign, Mike woos a socialite (Amy Irving) to help raise funds. Nikki falls for an intern. | |||||
| 82 | 8 | "How to Bury a Millionaire" | Andy Cadiff | Christopher Case | November 16, 1999 |
| During a rescue attempt of a baby trapped in a well, the Mayor falls down a rescue shaft. Paul appears on Who Wants To Be A Millionaire?. Guest star: Regis Philbin | |||||
| 83 | 9 | "The Thanksgiving Show" | Andy Cadiff | Richard Day | November 23, 1999 |
| Paul thinks Caitlin is hitting on him. To not confuse a senator, Mike and Caitlin pretend that they are a couple and must share a room. Stuart and Deirdre are back together. Nikki and Janelle protect Sparky the turkey from James's evil clutches. | |||||
| 84 | 10 | "The Doorman Always Rings Twice" | Andy Cadiff | Tim Hobert | November 30, 1999 |
| With the Mayor out of town campaigning, Mike becomes the interim mayor and sets off a citywide doorman strike. Paul opens a politically themed restaurant. | |||||
| 85 | 11 | "Mustang Mikey" | Carl Lauten | Jay Scherick & David Ronn | December 7, 1999 |
| Mike and Caitlin go for a joyride in the Mayor's classic 1966 Ford Mustang and accidentally get it towed. James regains his speech writing duties and hires Deirdre to be Mike's new secretary. | |||||
| 86 | 12 | "My Dinner with Caitlin (a.k.a. Christmas 1999)" | Andy Cadiff | Bill Callahan & Philip Wen | December 21, 1999 |
| Mike throws a Christmas party and invites Caitlin, then cancels the party so he can be alone with her. When she shows up with her own date, Mike has to get some guests. | |||||
| 87 | 13 | "A Tale of Two Sisters" | Andy Cadiff | Jon Pollack | January 12, 2000 |
| Challenged to find a way to get over his crush on Caitlin, Mike makes a date with another woman: Caitlin's sister (Christine Taylor) | |||||
| 88 | 14 | "Casino" | Andy Cadiff | Tim Hobert | February 2, 2000 |
| After a raffle snafu messed up by Paul, Mike must come up with $500,000, so he takes Paul to Atlantic City to count cards. Stuart and Carter blackmail Caitlin. | |||||
| 89 | 15 | "The Marry Caitlin Moore Show" | John Fortenberry | Tad Quill | February 9, 2000 |
| Mike needs to hire a director to film the Mayor's newest Senate commercial and ends up hiring Caitlin's ex-husband. After a nasty rash, Paul becomes addicted to using makeup. Guest stars: Star Jones, Joy Behar, Lisa Ling, & Meredith Vieira | |||||
| 90 | 16 | "Suffragette City" | Andy Cadiff | Tom Hertz | February 16, 2000 |
| Caitlin's rekindled relationship with her ex-husband drives Mike crazy. Carter enlists Stuart to help him bust a discriminating landlord by posing as a couple. | |||||
| 91 | 17 | "Mike's Best Friend's Boyfriend" | Andy Cadiff | Dawn Urbont | February 23, 2000 |
| Mike thinks Carter's boyfriend is hitting on him. | |||||
| 92 | 18 | "The Pig Whisperer" | Andy Cadiff | Jay Scherick & David Ronn | March 8, 2000 |
| Mike enlists James' help to evict a squatting Tomato farmer, by forcing him to enter a pig contest. | |||||
| 93 | 19 | "Uneasy Rider" | Andy Cadiff | Tim Hobert & Jon Pollack | March 22, 2000 |
| The Mayor's father dies and Mike urges him to get in touch with his feelings. James thinks that Caitlin is attracted to him. Carter is upset that the office staff are using Paul's "Magic 8 Ball" instead of him for advice. | |||||
| 94 | 20 | "About Last Night" | David S. Rosenthal | Tad Quill | April 19, 2000 |
| Preparing for a visit by the President, members of the staff deemed "Non-vital personnel" drown their sorrows at the local bar. Paul schemes to get his picture taken with the President. | |||||
| 95 | 21 | "Don't Get on the Bus" | Andy Cadiff | Philip Wen & Bill Callahan | April 26, 2000 |
| Upon learning that Caitlin and her ex are getting re-married, Mike hits him with the Mayor's tour bus. Paul and James try to look like Carter in attempt to be treated smarter around the office. | |||||
| 96 | 22 | "Airplane!" | Andy Cadiff | Jay Scherick & David Ronn | May 3, 2000 |
| Mike tries to win over Caitlin during a flight to San Francisco. The Mayor tries to change a light bulb in his office. Guest star: Patrick Ewing. | |||||
| 97 | 23 | "An American Deputy Mayor in Paris" | Andy Cadiff | Philip Wen & Bill Callahan | May 10, 2000 |
| Mike flies to Paris to stop Caitlin from getting re-married. | |||||
| 98 | 24 | "The Commitments" | Andy Cadiff | Jill Cargerman | May 17, 2000 |
| To show Caitlin that their relationship is more than physical, Mike abstains from sex for a week. | |||||
| 99 | 25 | "Goodbye (1)" | Andy Cadiff | Sarah Dunn | May 24, 2000 |
| City Hall is threatened by a reporter to reveal that the Mayor has mob connections. Guest star: Michael Gross as Mike's therapist. | |||||
| 100 | 26 | "Goodbye (2)" | Andy Cadiff | Bill Lawrence | May 24, 2000 |
| Mike fires himself to save everybody else. Mike says goodbye to the mayor and the staff and walks out of City Hall for the last time until a brief return in season 6. (Last appearances of James, Nikki, and Janelle) |
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