I refrained from including non-wrestling endeavors of WWE's on this list (The World Bodybuilding Federation events, and the Sugar Ray Leonard money-losing fight of 1988), but had to include this due to the wrestling connection. In 1989, Hulk Hogan starred in a campy B-movie where he basically plays himself, fighting an evil TV executive through his proxy henchman Zeus. Shortly after Christmas 1989, WWE ran a double feature on pay-per-view, featuring the movie itself, followed by a steel cage tag team match pitting Hogan and Brutus Beefcake against Macho Man Randy Savage and Zeus, taped two weeks earlier. The movie was awful, and the match was marginally passable. I would have loved to see this idea recreated in 2006 with The Marine, followed by a John Cena-Robert Patrick street fight.
Justin has been a wrestling fan since 1989, and has been writing about it since 2009. Since 2014, Justin has been a features writer and interviewer for Fighting Spirit Magazine. Justin also writes for History of Wrestling, and is a contributing author to James Dixon's Titan series.