Most consecutive WrestleMania wins: The Undertaker - 21

The Grandest Stage of Them All has a lot of records to add to its mystique, and unsurprisingly, The Undertaker dominates a lot of them. Undoubtedly the most famous of them, and the most famous record in all of WWE is his WrestleMania undefeated streak.
For 21 years, The Undertaker beat everyone he encountered at WWE's biggest show. What started as a strange coincidence quickly morphed into one of the biggest and most important things in WWE history. It dominated WWE for a decade and has lingered for years after it finally ended in 2014, as WWE has futilely tried to transfer the rub that Brock Lesnar got from ending the streak on to Roman Reigns, turning the former into an unstoppable monster that has had a deleterious effect on WWE programming.
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In another record, Undertaker would go on to rack up four more victories after 2014. His WrestleMania total stands at 25 wins.
Neither of these records has a chance of being broken.