When many consider a fighter like Mike Tyson against the early heavyweight greats they either dismiss the ability of the old-timers and consider them “too small” or go the other way and canonize them above modern fighters. The critic will weigh the likes of Jim Jeffries, Jack Johnson and Jack Dempsey in their day versus Tyson under modern rules. The first misconception that the old timers couldn’t fight is simply not true and while size does matter it can be trumped by ability. The latter point of comparing fighters under different rules is just not a level playing field. Let us consider then that we had a time machine and propelled Mike Tyson back in time to fight these men during their heyday. There are two important considerations besides the ability of the fighters themselves and those are: 1) the rules of the period and how the referees handled the fights and b) the gear that the fighters used.