#4 Edge: 2010
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Edge turned heel for the first time in his solo career in 2004 and immediately got over as the new best heel in town, quite the accomplishment as Triple H still lead Evolution at the time.
From late 2004 until his torn Achilles tendon in July 2009, Edge was the best heel in all of WWE, and maybe wrestling as a whole. Edge had become so good at being a heel that he would begin to be cheered during matches, shortly before his injury.
Edge would return as a face at the 2010 Royal Rumble, winning the match and then feuding with Chris Jericho for the World title. Following the conclusion of their feud, Edge was drafted to RAW, where he immediately turned heel by attacking Randy Orton and starting a feud.
However, fans weren't into it. They wanted to continue to cheer for Edge and so they did, until the following October when WWE moved him back to Smackdown and quietly turned him face once again, which he remained until he retired the following April.