Mike Flaherty is the Deputy Mayor of New York which isn’t as simple job as it may seem, especially when you have boss like Mayor Randall M. Winston, who commits one blunder after another.
1 | Hello Charlie |
| Charlie Crawford spends his first day in office as New York City’s Deputy Mayor. The Mayor has trouble adjusting to office life without Mike. |
2 | Smile |
| The mayor’s dentist dies in the middle of a procedure. Carter and Stuart deal with a bike messenger who keeps stealing their parking spot. |
3 | The Spanish Prisoner |
| The media finds out that Charlie is taking a Spanish course, thanks to Caitlin’s meddling. Meanwhile Paul and the mayor decide that the office needs some more water cooler-talk. |
4 | The Bone Collectors |
| Stuart and Paul are put in charge of an archaeological dig. The mayor takes a much needed vacation. |
5 | Blind Faith |
| Charlie’s advice prompts Claudia to become a nun. |
6 | Balloons over Broadway |
| Paul convinces his mother that he is dating Caitlin, so she won’t be upset that Claudia left him. Charlie tries to prove to Caitlin that his girlfriend isn’t dumb. A quickly made balloon for the Thanksgiving parade goes awry in New York. |
7 | Lost and Found |
| Caitlin and Charlie fight for the attention of Caitlin’s new friend. Carter, Stuart and Paul compete for a trip to New Orleans with the mayor. |
8 | All the Wrong Moves |
| An overworked Charlie causes problems after beating the mayor at racquetball. Paul’s annual request for a raise is approved by the mayor after his loss of self esteem. Stuart hires an actor to go out with Carter. |
9 | The Burgers of Wrath |
| Carter’s behavior at a press conference results in the Mayor working a shift at a fast food restaurant. Stuart tries to impress the new secretary by posing as a biker. |
10 | Toy Story |
| Paul struggles to find the best joke for the mayor’s Christmas card. Carter convinces Caitlin to volunteer with him at a retirement community. The mayor’s attempt to be more involved in the office process goes awry. |
11 | The Perfect Dorm |
| Paul has to find a new place to stay after his ex-wife kicks him out, so he moves into a dorm. |
12 | Hey Judith |
| The Mayor’s new girlfriend clashes with Charlie over who should write an upcoming speech. Stuart is selected by ESPN to win a million dollars in a hockey contest. |
13 | The Gambler |
| The guys invite Charlie to play poker. Caitlin helps the Mayor become more self sufficient. |
14 | In the Company of Dudes |
| When the Mayor is named in a lawsuit, Charlie hires an old college buddy to defend him. Paul and Stuart compete to win the affections of a new worker. |
15 | The Image Maker |
| Caitlin hires an image consultant to make over the Mayor. A woman from Stuart’s past comes back to haunt him. |
16 | Trainstopping |
| When the Mayor takes a ride on the NYC Subway to prove its safety and efficiency, it breaks down, making Charlie late for an important date. |
17 | Rain on My Charades |
| Charlie realizes that he is ready for a committed relationship. |
18 | You’ve Got Male |
| Caitlin and Charlie compete for an important account. The Mayor is criticized for not being more sensitive to women’s issues. |
19 | Minor League |
| Charlie tries out for a minor league team. The Mayor receives a death threat in the mail from an unlikely source. |
20 | Science Friction |
| The media’s reaction to the Mayor’s ex-wife’s tell-all book leads to humiliation and a boycott of the press. Caitlin dates a philanthropist who’s really into science fiction. |
21 | Brotherly Love |
| Charlie attempts to interfere with Caitlin and Tim’s burgeoning relationship. Meanwhile, Carter hires his sister to work at City Hall and will go to any length to avoid people discovering their connection. |
22 | A Shot in the Dark, part 1 |
| While on a police drive along, Charlie is shot. Carter and Stuart’s friendship is seen in a different light. |
23 | A Shot in the Dark, part 2 |
| Charlie dates a mentally unstable woman to save face in front of Caitlin and her new boyfriend. |
