#2 Michael Bisping vs. Dan Henderson – UFC 100 & UFC 204 (7 years)

UFC 100 had plenty of memorable moments, from the UFC debut of Yoshihiro Akiyama to Brock Lesnar destroying Frank Mir in the main event to unify the UFC’s heavyweight titles.
But by far the most memorable moment of the event came when Dan Henderson knocked Michael Bisping out with a crushing right hand before adding a diving hammer fist for good measure.
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The knockout was one of the most violent in UFC history, and was one of the earliest examples of a UFC finish going viral, with countless videos and memes of Henderson’s punch all over the internet.
Despite an excellent career, Bisping was always haunted by the knockout, and was always hunting for a rematch with ‘Hendo’. However, as the years ticked by, it looked like it would never happen.
That was until the summer of 2016, when Bisping shocked the world by beating Luke Rockhold for the UFC middleweight title.
Despite Henderson being on a slide – with two wins in his previous five fights – the UFC decided to grant him a title shot, essentially throwing ‘The Count’ a bone in the form of his much-desired rematch.
The fight – which took place at UFC 204, some seven years after the initial bout – was an instant classic, with Henderson again landing the big right hand to drop Bisping.
This time he couldn’t finish ‘The Count’, though – and Bisping went on to earn a unanimous decision win, avenging the biggest loss of his career in the process.
#1 Mirko Cro Cop vs. Gabriel Gonzaga – UFC 70 & UFC Fight Night 64 (8 years)

When Gabriel Gonzaga knocked out former PRIDE champion Mirko Cro Cop at UFC 70 in 2007 – using his famed head kick against him – most fans considered it one of the greatest upsets in MMA history.
But while Gonzaga didn’t quite live up to expectations following the win, Cro Cop went on a horrendous slide that saw him wash out of the UFC later that year.
The legendary striker would return to the UFC in 2009, but his run during that period was just as bad as his initial one, and he ended up leaving the promotion after suffering another three knockout losses in a row.
So when the UFC announced their debut in Poland in April 2015 – almost exactly eight years after UFC 70 – fans were stunned when the headline fight was revealed to be a Cro Cop vs. Gonzaga rematch.
At that stage, Gonzaga was equally past his prime as he’d lost his last two fights and hadn’t won since October 2013. But if any UFC fans were expecting a slow-paced fight, they were pleasantly surprised.
Cro Cop and Gonzaga put on a tremendous battle with both men landing some heavy shots. In the end, it was Cro Cop who was able to pick up the win via third round TKO – avenging that devastating loss from nearly a decade prior.