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Why, exactly?
Sure it's a big feat to accomplish, and definitely becomes a footnote on the person's Wikipedia page, but it's not exactly like Undertaker is the face of the company right now. It's not exactly a "passing of the torch", in the sense that say, beating John Cena at Wrestlemania (for a normal mid/upper-card wrestler, not The Rock) would be.
I think there's been far too much emphasis on the importance of the streak. In a vacuum it is certainly an important storyline, but it only has so much legs. After a wrestler beats 'Taker for the streak, how is that angle supposed to carry him in later feuds?
"Hey Dolph Ziggler! I ended Undertaker's streak, now I'm going to... wrestle you!"
I just don't think it's as important as a lot of people seem to think it is, in terms of getting someone over.
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