She studied theatre at Victory Gardens with Steven Ivcich and was part of improv with Mick Napier at the Annoyance Theater.
She worked on John Hughes' films, Home Alone and Curly Sue as an extra, before earning a chance to audition in Hollywood for Roseanne.
Randles' first break came in 1993 when Oliver Stone gave her a bit part in Heaven & Earth, earning Kerri her Screen Actors Guild card.
Her first supporting role came in 1994 when she played Missy in the Showtime Rebel Highway series, Jailbreakers, directed by William Friedkin.
Subsequent roles after that included Marilyn Monroe, in Introducing Dorothy Dandridge for HBO, directed by Martha Coolidge, Poor White Trash, and Scenes of the Crime.