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Going into business for yourself can be one of the greatest accomplishments a person can do, especially if you already have millions of supporters worldwide.

For these celebrity CEOs, big biz is all in a day’s work and can include everything from beauty products and NFT-only album drops to investing in the wonderful world of cannabis culture.


Take a look at a few famous faces, including Jay-Z, Rihanna, model-turned-media-mogul Tyra Banks plus a handful of other powerful VIPs, who are each the captain of their own respective empires. Keep scrolling for a biz 101 guide into being a certified celebrity boss.




1. Oprah Winfrey

60 Minutes Source:Getty

How can you talk CEOs and not mention the queen of media? From production and philanthropy to even voiceover acting, Oprah’s laundry list of professional aka’s is practically endless!

2. Dr. Dre

Dr. Dre Source:@PhotosByBeanz

Dr. Dre got his start as part of a late-80s rap group that disbanded by the early ’90s, but since then has become literally one of the richest men in his genre of music. Shoutout to that Beats By Dre deal that changed everything for him.

3. Jay-Z

Tina Knowles-Lawson & Jay-Z At Los Angeles Screening Of Queen & Slim Source:AB Images LLC

It’s almost impossible to categorize Jay-Z into one specific lane of business, which for him can include sports management and curating annual music festivals or investing big time into the booming cannabis lane by way of his new Monogram imprint. They call him Hov for a reason!

4. Keyshia Ka’Oir

Keyshia Ka'Oir 'A Toast To The Mane Event' - New York Source:Getty

Her relationship with hip-hop fan-favorite Gucci Mane is what put her on the map, but being the CEO of multiple companies (including the multimillion-dollar garnering Ka’Oir Cosmetics) is what truly makes Keyshia a business titan in her own right.

5. Curren$y

BTS from 'The Good Life' Monogram Campaign featuring Slick Woods, Curren$y, Ghetto Gastro, Chika and Aleali May Source:Courtesy Monogram

Curren$y will be the first to tell you that he’s still on the underground despite being in the rap game for nearly 20 years. Thankfully, he’s also spent that time building his empire by way of developing his own strand of weed, collabs with brands like Reebok and spearheading his own label with Jet Life Recordings. On top of that, he’s also getting into tech by way of NFT-only album releases. Let’s go Spitta!

6. Rihanna

Rihanna Fenty Launch Source:MARTIN BUREAU/AFP/Getty Images)

No pop star has become such a multimedia powerhouse in quite the way as bad gal Rih. Who else could take a five year break (and counting!) from music and still successfully cross into fashion, film, skincare and even nonprofit work by way of her Clara Lionel Foundation? That Rihanna reign just won’t let up, we see.

7. Master P

Master P Hot 107.9 with Reec Source:Vincent Davis

One of the OGs of hip-hop entrepreneurship, Master P has pretty much been a boss since the beginning. Whether we’re talking the No Limit era or his venture into food by way of Rap Snacks, P has always been killing it as a CEO.

8. Diddy

Lori Diddy Justin Source:ATLPics.Net

What hasn’t Diddy done? Acting? Been there.Rapping? Done that. Music production? Accomplished that 100-times over! It’s safe to say that whatever Sean Combs puts his mind to, it’s guaranteed to get done….oh, and also involve some sort of champagne-popping.

9. Tyra Banks

Tyra Banks Hosts James Beard Foundation Gala Source:Kent Goodman

Tyra’s rise to the top is one of the most inspiring, particularly because most models are taught to be silent, stand in one place and just be pretty. Instead of subscribing to that fate, the exuberant femme fatale launched a whole reality TV empire, became a published author and went full CEO (and Chairman!) by launching The Tyra Banks Company. Shine bright, shine far — be a star!