The 20 richest musicians of all time – You’ll never guess the billionaires (+Pics)

3. Sean “Diddy” Combs: $735 million
Sean Combs was first out of the gate in rap’s nascent empire-building moment of the early 1990s, via Bad Boy Entertainment. With Sean John, he developed a clothing line with appeal beyond rap, to the tune of more than $100 million in annual profits. The music biz accounts for only 20% of his revenue at this point, with his attention most recently focused on Ciroc Vodka and his own cable music network.

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