Jack Cody was the city's leading sports writer, but one day his boss/girlfriend (Lisa Waltz) dumps him and fires him. His best friend Ronnie (Willie Garson) jokingly suggests that he applies for a job writing an advice column, and Jack figures that he can do it to pull one over on his ex -- so he arrives in drag and lands the job. But the money's too good, so now he continues to pretend to be advice columnist Sylvia Coco.

Trey (Patrick Malone) was a co-worker who lusted after Sylvia; Marty (Damien Leake) was a bumb who instantly figured out Sylvia's real identity; Mr. Russell (Edward Asner) was the sometimes-seen owner of the newspaper, Joplin (Julie Benz) was Russell's inept granddaughter; Blair (Jamie Renée Smith) was Jack's daughter. Scheduled opposite NBC's "Must See TV Thursday" comedies, the show tanked and was quickly canceled.