David Diaz: $15 Million

David Diaz's journey to success spanned nearly a decade before he secured his first title belt in 2005. The Mexican fighter retired in 2011 with 36 wins and four losses. Although not renowned for his knockout power, Diaz recorded knockout victories in fewer than half of his wins. The highlight of his career came in a 2008 title bout against Manny Pacquiao, where he may have lost but took home his biggest purse of $850,000.

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