It's like asking which era of Ric Flair was the best...80's NWA or 2000's WWE. A lot of people would say NWA era, but remember that it is because of 2000's run with WWE that he became the icon he is today. Before WWE brought him back and touted him around as the legend he's always deserved to be, he was a footnote. The best thing in the business, but that only a sections of the nation truly had exposure to him, and sadly his tenure in WCW made him into a joke rather than what he should have been all along; the greatest wrestler to walk the isle.
Same kind of thing with Shawn. When he was at his personal performance peak, it was a time when not a lot of people were watching. 1996 and 1997 for HBK is the beginning and the end for any discussion as to who the greatest in ring performer of all time is, in my obviously biased opinion (but hey we're talking opinions here right?). But had it not been for his return, he would have fallen to the wayside as a legend who ultimately is forgotten about. If Shawn didn't come back, he would be where Bret Hart is. A large loyal fanbase, but rarely mentioned with the likes of Hogan, Austin or Rock by people outside of the IWC (or Canada). Shawn's second half has been littered with AMAZING performances, and if you ask me to point to the best match Shawn Michaels has ever had, I'd say Taker at Mania in a heartbeat. But at the end of the day, for me, nothing can touch who Shawn Michaels was for the mid 90's. In my eyes he redefined what a wrestler could be...it went from strong men doing scripted match to artists telling stories. He simply was; the Showstopper.
TOVO Fact: Tovo thinks people who put clothes on their dogs should be beaten.
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