Most Entrepreneurial Hip Hop Artists

Hip Hop artists have been widely known for accumulating massive wealth and influence from music sales and investing and diversifying from music to becoming billionaires. The list below focuses on the Most Entrepreneurial Hip Hop Artists in the game who have made millions and disrupted numerous industries outside the music industry.

Jay Z

Jay-Z’s Networth Rises By 40% After He Sold Shares In Ace Of Spades And Tidal
Jay-Z’s Networth Rises By 40% After He Sold Shares In Ace Of Spades And Tidal

Jay-Z has also established himself as a successful entrepreneur with a business empire spanning a variety of industries from clothing lines, beverages, real estate, sport teams, and record labels. At the top of 2021, Jay-Z was worth $1 billion. Jigger is the most successful businessman / rapper of all time.


Diddy Filed A $25 Million Lawsuit Against His Former Clothing Brand Sean John
Diddy Filed A $25 Million Lawsuit Against His Former Clothing Brand Sean John

Fortune magazine listed Combs at number twelve on their top 40 of entrepreneurs under 40 in 2002. Forbes Magazine estimates that for the year ending May 2017, Combs earned $130 million, ranking him number one among entertainers. In 2019 his estimated net worth was $740 million

50 Cent

Jackson has had a highly successful business career. He is financially invested in a highly diversified variety of industries. Jackson is now involved in artist and talent management, record, television, and film production, footwear, apparel, fragrances, liquor, video games, mobile apps, book publishing, headphones and health drinks and dietary supplements. His broad business and investment portfolio contains investments in a variety of sectors including real estate, financial market investments, mining, boxing promotion, vodka, fragrances, consumer electronics and fashion.

Cassper Nyovest

Cassper Nyovest owns  Family Tree Records. He also has investments in property with a growing interest in commercial property an area exposed to him by mentor, Dr Keith Bothongo who owns Bothongo Group.Word on the street is that Mufasa is now a partner in Drip Footwear.


Siya Metane, well-known in the music industry as Slikour is the founder of OnLife Networks which owns SlikourOnLife, a prominent hip hop news platform. His business also has an agency arm.


Not only is Tebogo Thekisho most popularly known as ProVerb one of the best rappers in the country, he co-owns a television production company “SIC Entertainment – which produces among others: SA Idols, Miss South Africa Pageants and Wedding Bashers. Proverb also manages a property portfolio which spans across Johannesburg, Ballito and Cape Town.


Outside of making music, AKA owns his own posh restaurant in Durban called Cuba BLK. The rapper has over the years launched BEAM Group, Has a partnership with Cruz Vodka and more!

Kanye West

West founded the record label and production company GOOD Music in 2004, in conjunction with Sony BMG . Kanye West’s deal with Adidas for sneaker brand Yeezy has made him a billionaire according to Forbes 1.3 Billion valuation.

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