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I would consider it an upset if Edge were to win. Raven embodied a heel for pretty much his entire career. Edge only really tapped into being a heel when the real life stuff with Lita came into play and they turned that into an angle. Not to diminish it cause Edge became a real good heel and ran with it real well... but Raven captured it. It was as if he studied from Jake Roberts and took from him and added his own twist.
Raven vs. Jake... would have been freakin amazing just for the promos alone.
No I would say Edge was a very good heel when he was in the team with Christian too. Yes rated R may have been just one great run, but it was a very long run and for me he was more visatile than Raven.
Raven in ECW was F'ing Brilliant but his other company runs were mediocre, Edge was great in comedy with Christian and really took the ball and ran with it with The Rated R gimmick, it's Edge for me but it is very close.