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**Honorable Mention: Diddy

Sean Combs built a career off being a record executive. Admittedly following in the footsteps of Russell Simmons, Combs is known for turning his Bad Boy Records imprint into the Hip-Hop juggernaut of yesteryear. Although he never nabbed an executive spot at a major label we’ve gotta give Diddy credit for holding it down on his own terms for so many years.

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