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Tough choice but went with Flair since he basically helped carry the NWA promotions back in the territory days and was a huge influence in wrestling. He might have wrestled a bit long past his prime but at the same time it wasn't like he always got a title reign or a title match.
Undertaker is basically one of the best of all time in the WWE but compared to Flair's ability to be a star in multiple promotions (legacy or merit), it was a bit hard picking him over Flair.
Should end up as a close vote either way.
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