It's hard to compare Cito
Some of the stupid s*** he did was commonplace at that time and just reflected that era
He also had such a ridiculously good team that even Montoyo and Farrell could have won a WS with them. Especially after he was gifted the best leadoff hitter in baseball history and made his lineup construction easy. Even though Joe Carter shoukd not have been hitting third before they got Henderson it probably didn't matter much.