He is the manager for candidate Homer Stokes. Penny, Everett's wife, refuses to take him back and is so ashamed of him that she has been telling their daughters he was hit by a train and killed. Everett and Waldrip engage in fist fight. The result of Everett losing and him and Delmar being thrown out.
After Pappy O'Daniel,the sitting state governor of Mississippi,grants the 3 a full pardon.She dumps Waldrip and takes back Everett.
It has been suggested that the character's name is a nod to novelist Howard Waldrop, whose novella A Dozen Tough Jobs is one of the inspirations behind the film.