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Drake first came to prominence in the teen soap Degrassi: The Next Generation in the role of Jimmy Brooks, a wheelchair-bound character he played for seven years. After leaving the show he became one of the biggest rappers on the planet after signing a deal with Lil Wayne's label Young Money Entertainment. He is rarely out of the headlines, whether it’s for dating Rihanna or Jennifer Lopez, founding his own label, OVO Sound, or fronting the NBA’s Toronto Raptors as the team's global ambassador. It's no surprise that Jay Z labeled him as the Kobe Bryant of hip hop.
While he was still appearing on Degrassi, Drake began attempting to cross over into the world of hip hop. He released his first mixtape, Room for Improvement, in 2006, achieving modest sales of approximately 6,000 copies. He followed that with the 2007 release of another mixtape, Comeback Season, on his own October’s Very Own imprint (later to be shortened to OVO). This included Drake's first hit single and music video, "Replacement Girl," which was featured as the New Joint of the Day on BET's popular hip-hop TV show 106 & Park. More significantly, the song contained a version of Brisco and Flo Rida’s "Man of the Year," which featured Lil Wayne. Drake decided to leave Wayne’s verses and hook intact while he provided the rest of the lyrics himself. This caught the attention of Jas Prince, son of Rap-A-Lot Records founder James Prince, who decided to play Drake to Lil Wayne himself.