#2 Drew McIntyre
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For the past year, WWE has been protecting Drew McIntyre, setting him up as the next big main event heel on Monday Night RAW. A victory at Money in the Bank could be a way to do just that. The only reason why Drew isn't #1 on our list is because he really doesn't need a win here, and while it would be great, this match is often used to elevate someone who is sitting in the upper mid-card spot.
After Seth Rollins likely dispatches of AJ Styles at the Money in the Bank PPV, Drew will be his next challenger regardless (at least that's the way WWE spent the early parts of 2019 making us believe), so he doesn't need this. Still, it's clear that it's only a matter of time until The Scottish Psychopath will be on top of the WWE mountain, and while fans would probably be annoyed at this decision, it's got the potential to happen.