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#2 Anderson Silva vs. former UFC light heavyweight champion Jon Jones
Even though Anderson Silva fought at 205lbs on a few occasions, he never pursued a UFC light heavyweight title shot. When Silva was at his most dominant, Jon Jones began his ascension to superstardom.
In 2011, he defeated Mauricio 'Shogun' Rua to become the youngest light heavyweight champion in the promotion's history.
'Spider' could have possibly been more open to the idea if he retained his middleweight title against Chris Weidman in 2013. However, that didn't happen as Weidman pulled off an upset and won the rematch during which Silva infamously broke his leg.
Despite 'Spider' being against the idea of fighting Jones because he didn't want to take the opportunity away from his teammates, the right offer could have changed his mind.
#1 Anderson Silva vs. former UFC welterweight champion Georges St-Pierre
For years, there was constant debate amongst fans as to which UFC champion was the top pound-for-pound fighter in the world. Along with Silva, former welterweight champion Georges St-Pierre was at the center of that debate.
He was the most dominant welterweight champion and like 'Spider', cleaned out his division and cemented a Hall of Fame career.
'Rush' might have posed a threat to Silva if they met in the octagon. St-Pierre had great wrestling and was explosive with his takedowns. Throughout his career, he did an excellent job in neutralizing his opponents' offense by tiring them out on the ground.
Later in fights, he usually took advantage of his clearly exhausted opponent and had success with his combinations.
'Spider', on the other hand, could have found an opening in the standup. There were moments, especially in his fight with Carlos Condit, where 'Rush' got caught with a head-kick and absorbed damage. Silva might have felt that was an area he could exploit the former welterweight champion had they met in the octagon.
