The Late Late Show with Craig Kilborn

Craig Kilborn led The Late Late Show, a zany late-night talk program that aired from 1999 to 2004, following David Letterman's run. Kilborn left The Daily Show in 1999 to become this show's host after Tom Synder retired. The segment '5 Questions' was carried over from his Daily Show tenure. Kilborn frequently trailed in the ratings behind NBC's Conan O'Brien in their shared late-night time slot. He ultimately left The Late Late Show to pursue new opportunities.