#2. Jorge Masvidal vs. Darren Till - UFC Fight Night 147
Jorge Masvidal took a year-long hiatus from the UFC octagon following back-to-back decision losses to Demian Maia and Stephen Thompson in 2017. During his time away from the cage, he appeared on a Hispanic reality TV series, which he has since credited for giving him time to reflect on his career and make some changes to his approach.
Masvidal called out former title challenger Darren Till on social media in early 2019. The duo squared off in the main event of UFC Fight Night 147 in London, England, in March.
Till had a reputation for being a high-level striker just like Masvidal. Following the Englishman's failed attempt at the title against Tyron Woodley, the UFC was likely looking to give 'The Gorilla' a favorable matchup in his home country as a platform to bounce back.
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Despite Masvidal's famed striking prowess, many expected him to struggle against the size, reach and power of Till. The first round showed why he was such a big betting underdog going into the bout as he was knocked down by the Brit after eating a powerful left straight.
In the second round, Masvidal seemingly slowed down and adopted a more calculated approach. Out of nowhere, 'Gamebred' blitzed Till and caught him with a thunderous left hook, putting him to sleep and silencing the English crowd in the process.
#1. Jorge Masvidal vs. Ben Askren - UFC 239
Following his win over Darren Till, there was a new aura of purpose surrounding Jorge Masvidal. In his next bout, he took on undefeated star Ben Askren at UFC 239. Askren, who boasted a perfect record and high-level wrestling pedigree, was the betting favorite going into the bout.
Askren relentlessly pocked fun at Masvidal throughout the build-up to their fight. 'Funky' repeatedly pointed out that their bout would be a nightmare stylistic matchup for 'Gamebred' and that he would make light work of the Miami native.
Askren's path to victory was obvious long before the duo squared off. He was never known for his striking skills and was smart enough to know that wrestling was the easiest route to victory.
However, Masvidal shocked the world in the opening sequence of the fight, producing one of the greatest knockouts in the history of combat sports. As soon as the bout started, 'Gamebred' darted at his opponent, knowing full well that the former wrestling champion would shoot for a takedown.
At full speed, he met Askren in the center of the cage with a powerful flying knee, which knocked him out just five seconds into the contest.