Ranking All 16 WWE WrestleMania Celebrity Matches

7. WrestleMania 24: Floyd ‘Money’ Mayweather Versus Big Show

Big Show Mayweather III
WWE.com

Logan Paul is not the first celebrity WWE has completely misread and tried to shoehorn into playing a babyface when they ooze heel charisma.

Floyd “Money” Mayweather screams “heel” with his bravado, antics and excess. That didn’t stop WWE from enlisting him as a hero saving Rey Mysterio from a retuning Big Show. The feud featured the diminutive Mayweather and his entourage being disrespectful, with Money legit breaking Show’s nose on Raw in the build to their WrestleMania 24 match.

At Mania, Mayweather was every bit the cocky heel, drinking from his pimp chalice and relying on his entourage – and a steel chair and brass knuckles – to even the odds and finally put down Show. The match wasn’t actually that bad, but Mayweather was horribly miscast, and it’s debatable what juice WWE got out of that match.

Big Show at least got some mileage out of using a KO punch as a finisher in the wake of this debacle.

 
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Scott is a former journalist and longtime wrestling fan who was smart enough to abandon WCW during the Monday Night Wars the same time as the Radicalz. He fondly remembers watching WrestleMania III, IV, V and VI and Saturday Night's Main Event, came back to wrestling during the Attitude Era, and has been a consumer of sports entertainment since then. He's written for WhatCulture for more than a decade, establishing the Ups and Downs articles for WWE Raw and WWE PPVs/PLEs and composing pieces on a variety of topics.