#2 Jeff Hardy
Interestingly enough, for all the years they spent in WWE together, Kurt Angle and Jeff Hardy contested only one match against each other on an episode of Raw in 2001. Other than that, they were largely separated by the Brand Split and not once did their paths cross.
It's a shame, too, because you know this would have been an awesome feud for Hardy during his time on top in 2008 and 2009. They could have contested a strong series of matches that would have solidified Hardy as a star if he were to beat the Olympic gold medalist.
At the very least, they wrestled in TNA on a number of occasions and each of their encounters were excellent. But imagine how much better those bouts would have been had they happened on a bigger stage in WWE.
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