On September 14, 1998, a Hollywood Squares revival debuted with Tom Bergeron as its host. In addition to her production duties, Whoopi Goldberg served as the permanent center square, with series head writer Bruce Vilanch, Gilbert Gottfried, Martin Mull, and Caroline Rhea as regular panelists and Brad Garrett, Bobcat Goldthwait, Jeffrey Tambor, George Wallace, Kathy Griffin and various others as semi-regular panelists. Shadoe Stevens returned to announce, although he was not given a square on the panel as he had been when John Davidson was host.

An air-traffic controller quits after a plane crash but, years later, goes to help an airport that is in the path of a terrible storm.

When Elizabeth returns to her mother's home after her marriage breaks up, she recreates her imaginary childhood friend, Fred, to escape from the trauma of losing her husband and her job. In between the chaos and mayhem that Fred creates, Elizabeth attempts to win back her husband and return to normality.

Four students who work on different jobs during their vacations in summer are tired of doing the same thing every year. Therefore they decide to open up a moving company together and confront themselves with the former boss of one of them.

Alan O'Black is a comic who wants to hit it big. But his endless attempts at stardom have worn down his relationship with his ex-girlfriend, Julie. Thinking she'll give him another chance if he gets a real job, Alan gets a gig as a limo driver, which promptly lands him in a slew of trouble when he meets and gets involved in the hijinks of a crooked entrepreneur, Bradley Coleman.