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Hustler of the Year
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DJ of the Year
Made-You-Look Award
Barker List
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Diddy

Diddy

The Bad Boy with multiple lives, and he don’t stop

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Drake

Drake

He’s the, he’s the best when it comes to his hustle

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Jay-Z

Jay-Z

Can’t knock the Hustle of this Brooklyn native

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Lil Wayne

Lil Wayne

From Cash Money to Young Money, Wayne is makin’ dollars

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Kanye West

Kanye West

Hailing from Chi-town, he stays busy at work

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Barker List
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Previous Winners // Flashback
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2006: Jay Z

2006: Jay Z

When Jay debuted on the rap scene back in 1996, he proclaimed that you couldn’t knock his hustle. Ten years later, the first ever Hip-Hop Awards had to crown him the year’s Hip-Hop Hustler and give him his just due.

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2007: 50 Cent

2007: 50 Cent

Hate him or love him, 50 Cent is a hustler true to form. The controversial rapper has turned what could have been just a regular old rap career into a full-fledged multi-million-dollar business. 50’s got records, books, Vitamin Water, websites and more. He is an example of just how lucrative hip-hop can be.

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2008: Diddy

2008: Diddy

Diddy has got to be the master of reinventing himself. He started out as a dancer, transitioned to a music producer, grew into an executive role, added music artist to his resume, and eventually became an actor. Who gets his hustle on more than Diddy?