#2. Did win over: Kofi Kingston

2019 has truly felt like the year of Kofi Kingston. From not even being close to a World title shot, all it took was one untimely injury by Ali to kickstart what would come to be known as KofiMania.
That run saw Kofi Kingston take the ball and run with it like he never had before. He knew that the window of opportunity he had was limited, which is why he seized it in a huge way. This resulted in the entire WWE Universe getting behind him like never before and that was what led to the big rise.
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Credit must be given where it's due. Vince McMahon was very quick to realize the potential of KofiMania and altered the WrestleMania plans for the WWE Championship (which would reportedly have seen Kevin Owens in that spot instead).
Ultimately, Vince became an even bigger fan of Kofi in 2019, if he wasn't one already. From being viewed as the reliable "tag team guy", Kofi made history by becoming the first-ever African-American WWE Champion.
It was truly a great moment and the fact that Kingston has been booked so strongly as champion only goes to show how much he really won Vince McMahon over.