1. The Arrival (1)
Air date: 2001-09-25 · 30 min
Mike Flaherty unexpectedly visits from Washington, meets his replacement Charlie, and ruins Charlie's attempts at wooing Caitlin. Meanwhile, Randall begins dating Judge Claire Simmons, who is separated from her husband, but not divorced.
Open episode 1 ↗2. A Tree Falls in Manhattan (2)
Air date: 2001-09-25 · 30 min
Randall tries to impress Claire by having a tree cut down, only to find out that the tree is an historic landmark. And Charlie tells it to a stranger, who turns out to be the campaign manager for Randall's opponent Julian Wheeler.
Open episode 2 ↗3. Wife with Mikey
Air date: 2001-10-02 · 30 min
Mike's engagement falls through, so he immerses himself in his old job at City Hall, aggravating Charlie. Randall prepares for a charity fund raiser.
Open episode 3 ↗4. The Apartment
Air date: 2001-10-09 · 30 min
When Randall's approval rating drops because of his relationship with Claire, Charlie advises him to be discreet; so Randall and Claire freeload on Charlie. Paul hires a publicist.
Open episode 4 ↗5. Yet Another Stakeout
Air date: 2001-10-16 · 30 min
Charlie and Caitlin obtain damaging photos of Julian Wheeler in retaliation for him slamming Randall in campaign ads. Carter's coworkers help impress an adoption agency official and friend Michelle strikes up a friendship with Stuart.
Open episode 5 ↗6. Yeah Baby!
Air date: 2001-10-23 · 30 min
Randall's campaign consultant Robin has psychic gifts, which predict impending disaster for Charlie. Stuart dates the surrogate mother of Carter's child and realizes that he himself may be the father.
Open episode 6 ↗7. Sleeping with the Enemy
Air date: 2001-11-06 · 30 min
Charlie sleeps with Julian Wheeler's campaign manager Jennifer Duncan. Caitlin and Paul both befriend Robin Jones, but Randall thinks Robin is only using Paul for sex. Randall's approval rating is up with young voters.
Open episode 7 ↗8. She's Gotta Habit
Air date: 2001-11-06 · 30 min
Charlie and Caitlin have lunch with Jennifer, who makes a startling confession. A cooling between Randall and Judge Claire Simmons puts Paul's divorce settlement from Claudia in jeopardy.
Open episode 8 ↗9. The Wedding Scammer
Air date: 2001-11-13 · 30 min
Caitlin's mother (played by Michelle Phillips) has been pressuring Caitlin to get married so she passes off Charlie as her boyfriend at her cousin's wedding. Paul is invited to a fashion show by a childhood friend (played by Rhea Durham).
Open episode 9 ↗10. Fight Flub
Air date: 2001-11-20 · 30 min
The mayor's opposing candidate makes fitness a campaign issue but the opposition's wife (played by Elizabeth Mitchell) runs in his place after he has a heart attack. Charlie and Caitlin help each other out of bad dates.
Open episode 10 ↗11. Chinatown
Air date: 2001-11-27 · 30 min
On Election Day, the staff is nervous over the close race. Mayor Winston proposes to Claire (played by Farrah Fawcett) while Charlie continues his relationship with Jennifer (played by Denise Richards).
Open episode 11 ↗12. An Office and a Gentleman
Air date: 2001-12-11 · 30 min
Randall delegates Charlie to decide which staff member will move into a beautiful new office. Caitlin tries to find out what the City Hall Santa Claus looks like before she dates him.
Open episode 12 ↗13. O Mother, Where Art Thou?
Air date: 2002-01-08 · 30 min
Randall's new girlfriend Christine is the receiver of his late mother's artificial heart. Caitlin dates an older man named Tom while Charlie dates Tom's daughter, and the four of them wind up in family counseling.
Open episode 13 ↗14. Rags to Riches
Air date: 2002-03-05 · 30 min
Carter's dog dies. The mayor looks into charitable foundations to make a donation. Meanwhile, Caitlin surprises Charlie on his birthday with a visit by his estranged con man father (played by Martin Sheen).
Open episode 14 ↗15. Sex, Lies and Video Date
Air date: 2002-03-12 · 30 min
Randall asks Charlie to keep tabs on his niece Stephanie, who makes passes at him. Paul's latest gaff is of the romantic variety and takes place on a "Blind Date" TV show. Carter buys an expensive coat and Randall purchases a new Corvette.
Open episode 15 ↗16. Eyes Wide Open
Air date: 2002-03-19 · 30 min
Randall's insomnia is linked to Paul receiving a lucrative job offer from a senator. Carter joins the Big Brother program, but his visiting Little Brother Spencer winds up spending time with Caitlin and a very uncomfortable Charlie.
Open episode 16 ↗17. Age Against the Machine
Air date: 2002-03-26 · 30 min
Charlie is exhausted from keeping up with his much-younger girlfriend Tracy. Gay art dealer Martin Davis invites Randall, Carter, and Stuart to a fund raiser, where Martin and Carter might hit it off.
Open episode 17 ↗18. An Affair Not to Remember
Air date: 2002-04-09 · 30 min
Paul feels depressed when his divorce is finalized, so Carter feigns heterosexuality to help him play the dating game. Charlie and Caitlin have a flashback to their first meeting - in 1988 during a political event for Michael Dukakis.
Open episode 18 ↗19. Let's Give Them Something to Talk About
Air date: 2002-04-16 · 30 min
A therapist helps Caitlin sort out her feelings for both Tom Crandall and Charlie. Carter tries to help Paul to prepare for an appearance on Larry Elder's call-in radio program.
Open episode 19 ↗20. Look Who's Not Talking
Air date: 2002-04-23 · 30 min
Stuart extends his vacation, so a temporary replacement is hired and performs better than Stuart does. After much thought, Caitlin breaks off her relationship with Tom Crandall.
Open episode 20 ↗21. A Tale of Four Cities
Air date: 2002-04-30 · 30 min
At a mayors' conference, Caitlin feels awkward because Charlie once had an affair with the organizer, so Caitlin tries to make Charlie jealous. Randall renews his long-standing professional rivalry with Mayor Stone Taylor of Los Angeles.
Open episode 21 ↗22. A Friend in Need
Air date: 2002-04-30 · 30 min
Randall tries to please visiting Governor Riley. Charlie and Caitlin struggle to keep their affair secret and Stuart senses there's something strange in the office. Carter is getting a foster child.
Open episode 22 ↗