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| Less Than Perfect |
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| 23 :02x01 - Choices (2) (Sep/23/2003) | | In the season premiere episode, Claude must decide if she's going to continue to work for famous anchorman Will Butler or accept the incredible opportunity to work for the new executive producer, Ted Elliott. When Will encourages her to go for the new position, Claude accepts and Kipp steps in as Will's temporary assistant — but will it work out? | | Guest Stars: Michael Boatman as Ted Elliot | Director: Ted Wass
Writer: Justin Adler | | | |
| 24 :02x02 - From the Office of Will Butler (Sep/30/2003) | | After Claude sends Carl's resume down to Human Resources, she is stunned to learn that her influence gets Carl hired on the spot as the new cafeteria manager at GNB. Meanwhile, Kipp entertains an older woman who promises to help his career, but he later realizes she wants more than he bargained for. | | Guest Stars: French Stewart as Mr. Gene Schmidtline, Phil Dicker as man | Director: Ted Wass
Writer: Rob LaZebnik | | | |
| 25 :02x03 - It Takes a Pillage (Oct/07/2003) | | Claude's apartment is robbed, making her question her choice to ever move to New York City. She begins to enlist the help of Owen, Ramona and Carl in organizing a community watch program in her building, but soon discovers that she's already more of a New Yorker than she thought, as now she just wants to be left alone. Meanwhile Jeb Denton, the arrogant, new on-air political pundit, joins the team and creates sparks with Lydia. | | Guest Stars: Randee Heller as Mrs. Ross, Simon Helberg as Arthur, Robin Braxton as Mrs. Conlon, Gordon Clapp as Det. Martin, Patrick Warburton as Jeb Denton | Director: Ted Wass
Writer: J. J. Wall | | | |
| 26 :02x04 - New York Evening (Oct/14/2003) | Claude decides its time for her and her friends to experience a truly fabulous New York evening, so she uses one of Will's many party invitations to plan a big night out. However, the gang encounters a few distractions along the way. Kipp also uses one of Will's invites and finds himself on the guest list at a very bizarre party. Meanwhile Lydia and Jeb decide that, despite having nothing in common, they are still attracted to one another.
| | Guest Stars: Ana Rey as assistant | Director: Ted Wass
Writer: Cynthia Greenburg | | | |
| 27 :02x05 - Shampoo (Oct/21/2003) | After updating her career success on a high school classmate's web site, Claude reconnects with a crush from school and sparks fly. Meanwhile Kipp and Lydia fight over an expensive shampoo, and Carl bullies people into using his cafeteria suggestion box.
| | Guest Stars: Eddie McClintock as Jake Heberling, Caryne Shea as Sales Clerk, Alex Craig Mann (2) as Waiter | Director: Ted Wass
Writer: Terri Minsky | | | | | | |
| 29 :02x07 - All About Claude (Nov/04/2003) | Ramona is on guard when Vicki Devorski (Pamela Anderson), a former temp who stole her boyfriend, comes back to the office. Ramona jealously guards her current boyfriend so Vicki doesn't get her hooks into him. But when Ramona begins to neglect her friends, Vicki tries to make Claude her new best friend, all in an attempt to get at Ramona. Meanwhile, Owen and Carl discover their mutual obsession with catfights and hope to witness one in person.
| | Guest Stars: Pamela Anderson (1) as Vicki Devorski | Director: Ted Wass
Writer: Chuck Tatham | | | |
| 30 :02x08 - Roomies (Nov/18/2003) | | Claude and Lydia get stuck rooming together when they travel to the White House Correspondents Dinner in Washington, DC. Lydia has a lot of advice for Claude on how to conduct herself in the nation's capital, but everything changes when Lydia runs into a childhood friend who exposes her middle class background. Meanwhile, Ramona gets upset when Owen asks Carl to move into their shared office space. | | Guest Stars: Brooke Totman as Joanie Squillante | Director: Ted Wass
Writer: Cynthia Greenburg | | | | | | |
| 32 :02x10 - The Girl Next Door (Dec/02/2003) | After Carl asks Claude out for a spontaneous dinner, the office rumor mill kicks into gear, until Claude has a talk with him about where their relationship is going. Meanwhile Lydia's outrageous spending habits get her into financial trouble, so she enlists Ramona as her financial advisor.
| | Guest Stars: Kat Dennings as Kaitlin | Director: Ted Wass
Writer: Claudia Lonow | | | | | | | | | |
| 35 :02x13 - What About That! (Jan/06/2004) | | Claude is excited when Will asks her to write a public service announcement that will clean up his tarnished image, but she's surprised to discover that Lydia is writing one as well. Meanwhile, Owen and Carl discover the VIP men's washroom at GNB and run into Good Morning America weatherman Tony Perkins. | | Guest Stars: Tony Perkins (2) as Himself | Director: Ted Wass
Writer: Chuck Tatham | | | |
| 36 :02x14 - Two Camps (Jan/27/2004) | Claude and Kipp engage themselves in a war of words over whose boss is better, Will or Jeb, which leads to a few silly misunderstandings. Carl turns up the heat on Owen and Ramona by providing them with a new thermostat.
| Director: Ted Wass
Writer: Justin Adler | | | | | | |
| 38 :02x16 - The Crush (Feb/17/2004) | Jeb's teenage son, George, is in town and Jeb wants him and Lydia to bond. But since Lydia is not good with children, she enlists Claude's help. Claude assists George with his homework project, which leads to him falling in love with her. Meanwhile, Owen, Ramona and Carl have a plan to grow tomatoes on a plot of land just outside Jeb's office, but they'll have to get past Kipp first.
| | Guest Stars: Michael Angarano as George Denton | Director: Ted Wass
Writer: Rob LaZebnik | | | | | | |
| 40 :02x18 - 22 Minus 1 Equals 4 (Mar/02/2004) | | Claude's boyfriend uses his influence to have Lydia moved to another floor. Claude is thrilled until she learns that Lydia is now working on the fourth floor with Owen and Ramona, and things are not going well. Jeb enjoys Lydia's absence and he and Kipp do some male bonding. Meanwhile, the cafeteria is converted into a blood donation center and Carl is mesmerized by a beautiful nurse who tricks him into donating blood. | | Guest Stars: William Ragsdale as Mitch Calgrove, Brooke Burke as Nurse Benson, Anjua Maximo (2) as Julia | Director: Skip Collector
Writer: Chuck Tatham | | | |
| 41 :02x19 - Riding in Cars With Falafel (Mar/09/2004) | Claude accidentally wrecks Carl's beloved car when she drives Ramona and Owen to their favorite lunch spot. Carl is further upset when he learns that Claude lied about why she needed to borrow the car in the first place, but will he forgive her? Meanwhile, Jeb hires Kipp as his assistant, but Lydia is afraid that Kipp will reveal her personal secrets.
| | Guest Stars: Suzanne Kent as Madeline | Director: Jonathan Weiss
Writer: J. J. Wall | | | | | | |
| 43 :02x21 - Arctic Nights (Apr/27/2004) | Claude takes over as editor of the office newsletter and enlists her co-workers as staff writers. Owen's first assignment as food critic is to review Eddie the sandwich guy (Jim Belushi), one of Carl's competitors. Kipp takes on the gossip column, while Lydia probes him for info on Jeb. And Claude betrays Will's trust when she shares with Ramona the secret tapes from his Canadian soap opera days.
| | Guest Stars: Cynthia Preston as Monique | | | |
| 44 :02x22 - Claude's Roxanne (May/04/2004) | Claude's best friend, Roxanne (Tori Spelling), comes to town for a visit and decides she wants to move to New York. Will ends up hiring her as his personal assistant, but Roxanne's lack of attention to detail causes her to screw up Will's important John McEnroe interview, leaving Claude to complete the interview on her own. Meanwhile, Carl and Owen play a trick on Kipp that leads Jeb and Lydia to think Kipp's losing his mind.
| | Guest Stars: Tori Spelling as Roxanne Fiedler, John McEnroe as Himself | Director: Ted Wass
Writer: Ron Lux | | | | | | |
| 46 :02x24 - Claude On One Knee (May/18/2004) | In an effort to get rid of Lydia, Claude helps Jeb realize it's time to propose to Lydia so she can quit her job and stay home. Jeb agrees and enlists Claude's help in setting up a romantic night for the perfect proposal. He also assigns Kipp the task of gathering some guys to hang out with for his final hurrah after the proposal, but all Kipp manages to find are Owen & Carl.
| | Guest Stars: Jim Marshall (1) as Employee, Andrew Hunter Sherman as Wyatt, Gil Zuniga as Nello | Director: Ted Wass
Writer: Christine Zander | | | |
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