#2 Michael Bisping
Michael Bisping is one of the more well-respected fighters to have ever fought inside a UFC Octagon. Time and his fights have taken a toll on the fighter, something that is evident from a retina injury that he suffered during a fight with Belfort, the effects of which he still suffers from till this day.
After ten fights outside the UFC, with promotions and events like Pride and Glory, CWFC and Cage Rage. However, with ten fights under his belt, and no losses, he made the jump to UFC in the UFC Fight Night, Team Shamrock vs Team Ortiz Finale. With a win during his debut in 2006 against Josh Haynes, there was no more looking back for him.
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Despite having won several fights, there were losses along the way for him, as he made his way to 29 bouts in the UFC. With 20 victories, and 9 defeats, and with the last two defeats coming back to back, it was evident that at 39 years of age he was no longer a viable competitor.
He finally retired after losing his last fight in 2017, after facing Gastelum as a replacement for Anderson Silva. The retirement was announced the following year in May.