Workaholic Mike Flaherty is the Deputy Mayor of New York City, serving as Mayor Randall Winston's key strategist and much-needed handler. Mike runs the city with the help of his oddball staff: an anxious and insecure press secretary; a sexist, boorish chief of staff; an impeccably groomed gay activist running minority affairs; a sharp and efficient, man-crazy accountant; and an idealistic young speechwriter. Like Mike, they are all professionally capable but personally challenged.
Workaholic Mike Flaherty is the Deputy Mayor of New York City, serving as Mayor Randall Winston's key strategist and much-needed handler. Mike runs the city with the help of his oddball staff: an anxious and insecure press secretary; a sexist, boorish chief of staff; an impeccably groomed gay activist running minority affairs; a sharp and efficient, man-crazy accountant; and an idealistic young speechwriter. Like Mike, they are all professionally capable but personally challenged.
Season 5 episodes
Choose an episode, then use the watch options above for the show.
Charlie Crawford is late for his first press conference as the new deputy mayor. He later runs into trouble trying to settle a tollbooth workers strike when their lawyer is an ex-flame of his.
Episode credits
Directed by Ted WassGuest stars Lana Parrilla, Kimberley Davies, Marcia Cross, Charlie Hartsock, Lisa Dinkins, Barry Wiggins
Charlie tries to get the mayor to a dentist before an important photo shoot. Caitlin hires a new male assistant only because he's attractive. Carter and Stuart deal with someone who keeps parking a bike in their parking space.
Episode credits
Directed by Ted WassWritten by Chris HenchyGuest stars Geoff Stults, Dabbs Greer, Eric Stonestreet, Chrissie Carnell Bixler, Julia Denholm, Anne Bellamy, Andrew Fried, Jim Ortlieb
Caitlin causes a misunderstanding when she believes that Charlie is taking a Spanish class to improve relations with the Latin American community. Paul and the mayor struggle to create office water-cooler talk. Stuart becomes jealous of the time Carter has been spending with Caitlin.
Episode credits
Directed by Ted WassWritten by Bill CallahanGuest stars Joel McKinnon Miller, Kevin Ruf, Kal Penn, Charlie Hartsock, Jay Montalvo, Tara Mercurio, Lisa Dinkins
Caitlin auditions for the job of co-host on ""Live with Regis."" Stuart and Paul work together supervising after bones are discovered under the Westside Highway. The mayor has an audio/visual link connected to the office while he is on vacation.
Episode credits
Directed by Ted WassWritten by Tim HobertGuest stars Stuart Fratkin, Regis Philbin, Zaid Farid, Michael Gelman, Sam Lloyd
Caitlin goes out of her way to prove that she's fun after a blind man won't date her because she's not. Charlie accidentally talks Claudia into becoming a nun; she leaves Paul. The mayor researches religion.
Episode credits
Directed by Ted WassGuest stars Francis Guinan, Sarah Shahi, Landry Allbright, Dave Allen, Willie Garson, Charles C. Stevenson Jr., William Mesnik, Mitchell Giles
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.
Episode credits
Directed by Ted WassGuest stars Raquel Welch, Caroline Keenan, Troy Martin, Alex Rice
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.
Episode credits
Directed by Ted WassGuest stars Eddie McClintock, Rusty Joiner
Mike has been in Zimbabwe for three weeks, so Paul teaches Caitlin about celibacy. Stuart convinces Angie that he's a biker guy. War on unemployment forces the mayor to work at a burger joint.
Episode credits
Directed by Ted WassGuest stars Michael Hobert, Armando Pucci, Joanna Canton, Charlie Hartsock, Doug Spinuzza, Greg Wrangler, Erika L. Holmes, Bob Glouberman
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.
Episode credits
Directed by Ted WassWritten by Chris HenchyGuest stars Dakota Fanning, Harper Roisman, Kevin Gonzalez, Ruth Rudnick, Patricia Plate, Linda Porter, William Turner, Bob Glouberman
In an attempt to get over Claudia, Paul decides to move into a college dorm. Caitlin tries dating, after ending her relationship with Mike--but doesn't have much luck. The Mayor builds an access ramp after he gets caught parking in a handicapped parking space.
Episode credits
Directed by Ted WassWritten by Tim HobertGuest stars Robert Maschio, Carlos Jacott, Robert Lee Neely, Richard Penn, Ryan Culver, Kiran Rao, William Turner
Caitlin sets the mayor up with her neighbor, Judith, who becomes way too much of an influence on the mayor. Carter helps Stuart prepare for a million dollar shot at a Rangers' game. Paul thinks he's Canadian.
Episode credits
Directed by Ted WassGuest stars Barry Melrose, Ashley Gardner, Kevin R. Kelly, Barry Wiggins
Paul, Stuart and Carter rope reformed gambler Charlie into their poker night, and are responsible for his subsequent gambling bender. Caitlin tries to teach the mayor to be more self-sufficient.
Episode credits
Directed by Ted WassWritten by Bill CallahanGuest stars Bonita Friedericy, Michael C. McCarthy, John David Conti, Judith Drake, Charlie Curtis
When a supermodel sues the mayor, Charlie hires his old college friend to defend him. Charlie finds himself torn between two friends after Scott hits on Caitlin. Meanwhile, Paul and Stuart compete for the same woman.
Episode credits
Directed by Ted WassGuest stars Sally Wheeler, Jason Priestley, Magdalena Zmrzla
Carter discovers an old love letter written by Stuart. He decides to set Stuart up with the addressee of the letter, a woman who turns out to be Stuart's ex-wife. The woman quickly manages to set a whipped Stuart into his old rut. Meanwhile, Caitlin hires an image consultant when the mayor's approval ratings go down. The consultant discovers that the mayor has a problem with women, causing Charlie to make himself over. And also, Paul worries that he's unrecognizable.
Episode credits
Directed by Ted WassWritten by Bill CallahanGuest stars Kaitlin Hopkins, Monique Edwards, Naomi Serotoff, Frank Mancini, Joanna Going, Rosie O'Donnell, Bob Glouberman
Julia's having a hard time dealing with her kiss with Charlie, so he asks her out. Their first date is a nightmare. Meanwhile, the mayor and his staff take the subway to prove that the mayor is in touch with the people. The train gets stuck in a tunnel, screwing up Charlie's plans for a second date. Meanwhile, Paul tells an exclusive cafe that Carter is Cuba Gooding Jr. to get reservations.
Episode credits
Directed by Ted WassWritten by Tim HobertGuest stars Beth Riesgraf, Joanna Going, Kevin Rankin, Clement Blake, Lisa Dinkins, Sean Smith, Paul Hungerford, Terry Walters
The mayor's daughter Meg returns and inspires Caitlin to be more spontaneous and free. Paul, Stuart and Carter give Charlie advice about compromising with Julia. This leads to Charlie deciding he's ready to commit, while Julia decides she's not.
Episode credits
Directed by Ted WassGuest stars Branden Williams, Seth Meyers, Alyssa Milano, Joanna Going, Jeris Donovan, Ben Livingston, Jim Marshall, Nik Wilcox
Stuart is hired to write a porno movie. Charlie and Caitlin compete for a donation from a wealthy male chauvinist. After Paul poses as the Mayor's son for a golf tournament, he becomes confused when the Mayor actually begins paying attention to him.
Episode credits
Directed by Ted WassGuest stars Alex Kapp Horner, Sam McMurray, Alison Marshall, R.F. Daley, Brian Tahash, Christopher Francis
Charlie tries out for a minor league baseball team, trying to relive his high school glory days. Caitlin encourages the pitcher to go easy on him. The mayor receives a death threat so he gets a bodyguard. After discovering that his job requires him to come into contact with the mayor so often, Paul receives a bodyguard also. Rags spends a day at the office.
Episode credits
Directed by Ted WassWritten by Bill CallahanGuest stars Blake Clark, Josh Braaten, Bob Costas, Darryl Theirse, Rick Cramer, Dan Kinsella, Christopher Alexander, Antonio Todd
Caitlin falls hard for a rich, young, sexy philanthropist. The Mayor is threatened when Charlie temporarily takes over as acting Mayor, and Paul becomes addicted to Carter's nicotine gum.
Episode credits
Directed by Ted WassGuest stars Roy Firestone, Jack Knight, Scott Wolf, Marc Lynn, Torrey Dickinson, Christiane Eden
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.
Episode credits
Directed by Ted WassWritten by Hadley Davis, Bonnie SchneiderGuest stars Scott Wolf, Marquita Terry, Paul Tigue, Kyu C. Lee, Barry Wiggins
Charlie and Caitlin fight as she plans to go to the Caribbean for a week with Tim on the night of a police ride-along. On the ride-along, Charlie is shot...by Paul. Charlie fakes the severity of his injury to get Caitlin's attention. Charlie and Caitlin almost kiss, but Tim interrupts. Meanwhile, Carter and Stuart worry that they bicker like an old married couple.
Episode credits
Directed by Ted WassGuest stars Kelly Monaco, Jack McGee, Scott Wolf, Adam Wylie, Gabriel Scalone, Christine Romeo, David Doty, Jabari Hearn
The Mayor hires Chad, an old prep school buddy who is now a bum. Charlie and Caitlin double date with Tim and Charlie's crazy ex. However, Tim dumps Caitlin, who calls Charlie to come over. They kiss; he freaks out and just wants to be friends, but reconsiders and shows up on her doorstep later. The mayor remembers why he and Chad didn't get along in the first place.
Episode credits
Directed by Ted WassWritten by Tim HobertGuest stars Vanessa Marcil, Scott Wolf, Jenna Fischer, Chad Cox, Serah D'Laine, Doug Ballard, Mim Drew, Scott McAfee
Tim Hobert, Bill Callahan, Brian Buckner, Gayle Abrams, Bill Lawrence, Bonnie Schneider, Hadley Davis, Chris Henchy, Sarah Dunn, Tad Quill, David S. Rosenthal, Laurie Parres, Gary David Goldberg, Michelle Nader, Richard Day, Dawn Urbont, Sebastian Jones, Mike Royce, Amy Cohen
Production details
Status
Ended
Series type
Scripted
Episodes
145
Original language
English
Networks & production
ABCUnited States
Ubu Productions
DreamWorks TelevisionUnited States
Themes
mayornew york citypolitical satirepoliticssitcomusa politics