Every Heel WWE Royal Rumble Winner Ranked From Worst To Best
6. Charlotte Flair (2020)
'The Queen' was technically neither heel nor babyface ahead of 2020's Rumble (foreshadowing perhaps how her career would go for the rest of time) but the woman already being cast as "the female Roman Reigns" by audiences exhausted with her various title wins will always be more at ease with villainy rather than virtue.
The 2020 Royal Rumble exists in a curious space that doesn't particularly relate to anything immediately before or after it. A looming pandemic destroyed the WrestleMania it was building too, relegating what could have been an intriguing story between Flair and NXT Champion Rhea Ripley into a largely-forgotten first f*ck up for 'The Nightmare' on the main roster.
Though nobody could have foreseen any of that, the sheer exasperation with Flair's win almost foretold it. With so little to get excited about should she hold yet more gold, the victory felt more like a necessary inevitability to get out of the way rather than the peak portion of a contender's journey.