#1. Why Bray Wyatt should be signed: Wyatt's 'The Fiend' could make an impactful return.
Similar to Bray Wyatt, AEW has shown they can present a creepy persona and have it work against other wrestlers, as we saw in the match between Dr. Britt Baker and Abadon.
The men's division could also use a heel to put up against big shots like Kenny Omega and Orange Cassidy. The Fiend could have a better reception in AEW than his previous appearance.
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The Fiend was one of the most popular wrestling personalities being followed by the audience. His return has a high chance of being welcomed by a majority of fans.
#1. Why Bray Wyatt should not be signed: "The Fiend" was handled poorly near the end.
Although The Fiend was created very thoughtfully and proved to be a major success, his character suffered later on due to poor management. A number of bad bookings and constant losses in matches reduced the importance and impact of his character.
Further down the line, the conflict regarding creative choices regarding his character led to Wyatt's less than desirable departure.
AEW being meticulous as they are, realize the difficulty of managing such a complex character like The Fiend. Complications in presentation may be a cause behind hesitation from the organization.
Whether Wyatt is going to join AEW or not is still up in the air. Speculation can only provide so much. However, there is no doubt that Bray Wyatt's possible entry into AEW is generating a lot of hype, and it will be interesting to see how it unfolds.