When Artists Manage Artists

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  • Mariah Carey, Jermaine Dupri
  • Diddy, Rick Ross
  • Pebbles, TLC
  • Macy Gray, Sunshine Anderson
  • Usher, Justin Bieber
  • Nick Cannon, Cory Gunz
  • Jay-Z, Rihanna
  • Jay-Z, Wale
  • Diddy, Jeremih
  • Master P, Gucci Mane

Pebbles – TLC

The former R&B singer (and L.A. Reid's ex-wife) not only discovered TLC but managed the iconic trio as well. That is until T-Boz, Chilli and Left Eye felt she was ripping them off and parted ways with her management company, Pebbitone. 

(Photos from Left: Mike Segar /Landov/Reuters/Hal Horowitz/PictureGroup)

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