George Steinbrenner
Steinbrenner was the majority owner of the New York Yankees from 1973 to his death in 2010 at the age of 80. During those 37 years, he made the players, coaches, assistant managers, and fans hate his guts. His nickname was “the Boss” which, by the bye, was also Josef Stalin’s nickname among other Soviets.
Among his more ridiculous tyrannies was forcing the players to shave their beards and keep their hair cut military-style. This was during the 70s and 80s, when The Big Hair was in. Players were allowed very thin mustaches if they wanted. He once told coach Yogi Berra to order Goose