Boss Man then feuded with The Big Show over the WWF Championship. During the feud, Boss Man showed up at Big Show's father's funeral, made some disrespectful remarks, then chained the casket to the back of his car and drove off. The Big Show attempted to save the coffin by jumping on it, riding it for a few yards before losing his grip and tumbling off. The feud also included a segment in which Boss Man invaded the home of Big Show's mother and forced her on camera to admit her son was born an illegitimate child. Boss Man became the #1 contender for the WWF Championship by defeating The Rock on the November 15, 1999 episode of "Raw". At Armageddon, The Big Show defeated him to retain the title. On the following episode of "Raw", The Big Show defeated Boss Man and Prince Albert in a handicap match to retain his title, marking the end of the feud.