4. Floyd Mayweather
Arguably the biggest celebrity entry into the WWE over the past decade, professional boxer Floyd Mayweather wrestled The Big Show at Wrestlemania.
In a classic case of WWE fans not wanting to see celebrities get the better of pro wrestlers, the heel Big Show was cheered at the expense of Mayweather leading up to the match, forcing the WWE to let Mayweather indulge in heel antics to gain heat.
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The feud began with Mayweather breaking The Big Show’s nose courtesy of a punching combination at No Way Out and it culminated in a No Disqualification Match at Wrestlemania 24. The 150 pound Mayweather would be booked to win the match by knocking out the 500 pound Big Show with a brass knuckle punch, much to the chagrin of the crowd.
‘They asked me if I'd work with Money Mayweather and put him over, and I said absolutely. I've put over way worse," said Show a number of years after the match.