#5 Donald Trump
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The marquee attraction at WrestleMania 23 was the Battle of the Billionaires – a proxy hair vs. hair match between Vince McMahon and Donald Trump with Stone Cold Steve Austin as the Special Guest Referee. The build-up to the clash, with Umaga and Bobby Lashley representing the contestants, spared no expense and crossed over into the mainstream.
The prospect of seeing the man from the Apprentice lose his hair was so appealing that WrestleMania 23 had a buy rate of around 1.2 million, making it one of the two biggest pay-per-views in WWE history.
Sure, some of Trump's performances were ludicrous, and he appeared to have the attention span of a poodle, but he drew more money in one night than most other managers did in their entire careers.
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