Big Boss Man was part of a few angles that involved death. During his feud with Al Snow, he was alleged to have killed Snow's dog and fed it to Snow. Boss Man was also hanged by The Undertaker. However, for sheer insanity and jaw-dropping stupidity, nothing compares to his feud with The Big Show.
The 1999 feud between Big Show and Big Boss Man captivated audiences with an effective and lengthy buildup to the culmination of their feud. It also featured some of the crassest and most insane booking imaginable.
At one point, Big Show dropped a garbage dumpster onto Big Boss Man's automobile, a move which Big Show himself acknowledged could have killed Boss Man. You might think that was the most insane death-themed aspect of this feud.
Not a chance. In a vignette that seems almost too horrific to imagine, Big Boss Man surprises the Big Show and his grieving family at the cemetery. First he delivers a broadcasted eulogy that states, among other things: "soon [Show's father] will be eaten by worms" and "if I had a son as stupid as you, I'd have wished for cancer so I could die, too."
Then, Boss Man connects the casket of Big Show's father to his police cruiser and drives away with it. At one point, Big Show jumps onto the casket and is dragged along with it.
As if this simulated act of desecration isn't already too cruel to fathom, the fact that Big Show was required to go along with this plot line despite having to recently bear his father's actual passing makes it unimaginably tasteless.
It appears that death was not amused with being poked fun of, as Big Boss Man died in 2004 at the untimely age of 41.