Willard appeared in several Christopher Guest films, such as A Mighty Wind, in which he played Mike LaFontaine (known for his catchphrase "Eh—whahappen'?"); Best in Show, where he played Buck Laughlin, a dog show announcer with an unending stream of bad jokes and off-color comments; Waiting for Guffman, playing Ron Albertson, a travel agent who performs in amateur stage productions with his wife; This Is Spinal Tap, where he played a lieutenant on the military base where Spinal Tap perform; and For Your Consideration as an obnoxious entertainment television show anchor.