#3 Chris Benoit and Paul Heyman:
Monday Night Raw was hardly at its zenith between 2002 and 2004, it was built around Triple H as World Champion with multiple babyface challengers chasing him. This resulted in a lacklustre product that completely lacked the spark of the Attitude Era.
This could easily have been avoided if WWE had inserted Chris Benoit into the top position with Paul Heyman as his manager. (As soon as Benoit was clear of injury)
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The Wolverine is widely acknowledged as one of the greatest in-ring performers in the history of Professional Wrestling. However, he always struggled with his work on the microphone. This could’ve been easily remedied by pairing him with Paul Heyman.
This duo could have anchored Raw with a 15-month title reign. It would have also been much easier to write Raw because most episodes would just have to lead to a 20- minute main event, as Benoit would come up with a classic at will.
It isn’t difficult for one to imagine that this duo, would not only have been the bridge to the next generation, but also the closest thing we could’ve had to a classic Harley Race title run in the modern era.