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#2. Max Holloway vs. Charles Oliveira - UFC Fight Night 74
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Charles Oliveira was a victim of one of the more freak injuries at UFC Fight Night 74. He fought Max Holloway in the main event with a lot at stake. The two came into the bout with impressive winning streaks and were battling for positioning in the featherweight rankings.
The bout was halted at 1:39 of the first-round after Oliveira suffered an injury to his esophagus. 'Do Bronx' attempted a takedown but looked to have sustained an injury as he was holding his neck. Oliveira was rushed to the hospital for further evaluation, where he was diagnosed with a micro-tear in his esophagus.
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'Blessed' went on to cement his legacy as one of the greatest featherweights of all-time. Meanwhile, 'Do Bronx' had difficulties making weight at 145lbs and eventually moved up to 155lbs and became lightweight champion.
#1. Anderson Silva vs. Chris Weidman - UFC 168
Anderson Silva's injury in the main event of UFC 168 is still talked about as one of the most devastating moments in the octagon. The former middleweight champion fought then champion Chris Weidman in a rematch of their encounter five months prior.
Weidman had shocked the world by knocking out Silva in their first bout to become the new middleweight champion.
'The Spider' was focused and determined to avenge his loss and regain the title he had held for seven years. During the second round, Weidman checked Silva's leg-kick, which resulted in the former champion's leg breaking. The gruesome injury left fans wondering if 'The Spider' would ever be able to fight again.
Although he returned to the octagon in 2015, Silva was clearly not the same fighter anymore. He was 38 years old and had a lengthy recovery ahead of him. It took a lot out of him, but he was able to compete until retiring from the sport in 2020.
