#12 Shane McMahon - Wrestlemania 32

If this was a list of the Undertaker's most surprising matches at Wrestlemania, his meeting with Shane McMahon would probably be a lot higher. After returning to the company following a lengthy absence, one assumed Shane would simply slot into a managerial role.
Instead, he was placed in a Hell in a Cell match with the Undertaker and pretty much went to war with the Deadman.
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This match also had something riding on it, i.e. Shane's prospects at becoming the RAW General Manager. It also brought about some nostalgia pops after McMahon Jr. Jr decided to risk his life in front of his family by leaping off the cell onto an announce table.
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