Which 2000 SNL spin-off film starred Tim Meadows as radio host Leon Phelps?

The 2000 SNL spin-off film starring Tim Meadows as radio host Leon Phelps was The Ladies Man. Released in 2000, the comedy expanded one of Meadows's recurring SNL characters into a feature film.

Leon Phelps is a smooth-talking radio host and self-styled relationship expert who offers callers dubious romantic advice. His signature confidence, flashy style, and exaggerated persona originated in SNL sketches during the 1990s. Meadows reprised the role for the movie and also received writing credit.

The film follows Phelps after he is fired from his radio program. He receives an unsigned message from a former lover and tries to identify her while evading the angry husbands and boyfriends who blame him for their relationships. Reginald Hudlin directed the film, which also featured Karyn Parsons, Billy Dee Williams, Tiffani Thiessen, and Will Ferrell.

The title is easy to confuse with other SNL-based films. Blues Brothers 2000 continued the Blues Brothers story, Stuart Saves His Family adapted Al Franken's character, and Superstar starred Molly Shannon as Mary Katherine Gallagher. Only The Ladies Man centers on Meadows's Leon Phelps.