Claude and Owen involve everyone in a game of matchmaking. Nikki Ziering ("Baywatch") guest stars.
Claude is upset after her break-up with Mitch, so Owen decides to cheer her up with a game of "Pimp Hat," where everyone must draw a name from a hat and fix that person up. Claude directs all her romantic energy to finding Owen the perfect girl, while Carl, Kipp and Ramona each have memorable first dates.
The episode is written by Cynthia Greenburg and directed by Ted Wass. It stars Sara Rue, Sara Rue as Claude Casey, Sherri Shepherd as Ramona Platt,Andrea Parker as Lydia Weston. The Guest cast includes Nikki Ziering as Gloria, Dondre T. Whitfield as William , Diana Maria Riva as Vivian, Bryan Callen as Peter, Stephanie Childers as Jane.
In Less than Perfect, Season II CLAUDIA "CLAUDE" CASEY moves from the mailroom to the boardroom when she lands the position of assistant to news anchor WILL BUTLER. She soon realizes she may be in over her head in this new world of competitive assistants. Her co-workers on the 22nd floor seem more interested in getting rid of her than her vivacious attitude. Certain that Claude will fold easily, KIPP and LYDIA make her life miserable. With the help of her loyal friends, RAMONA and OWEN, Claude proves that she is no pushover...although she may be less than perfect.