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I don't think this is something they should do regularly, but it definitely works. The one that jumps into my mind is Tommy Dreamer never having beaten Raven in ECW for years. When he finally beat him the ovation was huge.

I don't think it's an angle you can do regularly though. It could end up burying a guy. And also eventually if people figure out what you're doing they're not going to pay money to see that match.
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