#2. Didn't win over: Drew McIntyre

This isn't directed against Drew McIntyre specifically. McIntyre is still perhaps one of the most promising stars in WWE and we would be very surprised if he isn't a top 5 superstar in the next few years.
With that said, Vince McMahon hasn't been focusing on McIntyre this year. Sure, he has been protected to some extent, but as a whole, focus on superstars such as Ricochet and Seth Rollins has meant that McIntyre has had to take a backseat.
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This isn't really what fans had hoped for because it's already been 18 months since his return to the main roster. It's clear that Drew McIntyre is one of those superstars who will simply have to wait to get his turn. If there's anything we've learned in the last few years, it's that except for the core top superstars, the pushes are often rotational in nature.
There's no doubt that McIntyre will have his time, but 2019 has not been it. It's evident that he hasn't been able to win over Vince McMahon this year, but hopefully that is something that's going to change in the near future.