Drake

He followed up with the mixtapes Comeback Season (2007) and So Far Gone (2009) before signing with Young Money Entertainment.

Known for frequent accompanying releases to his albums, Drake achieved critical and commercial success with the mixtapes If You're Reading This It's Too Late (2015) and More Life (2017). As an entrepreneur, Drake founded the OVO Sound record label with longtime collaborator 40 in 2012. In 2013, Drake became the "global ambassador" of the Toronto Raptors, joining their executive committee and later obtaining naming rights to their practice facility OVO Athletic Centre.

Among the world's best-selling music artists, with over 170 million records sold, Drake is ranked as the highest-certified digital singles artist in the United States by the RIAA. He has won five Grammy Awards, six American Music Awards, a record 34 Billboard Music Awards, two Brit Awards, and three Juno Awards. Drake has achieved 13 number-one hits on the Billboard Hot 100 (14 counting "Sicko Mode") and holds further Hot 100 records, including the most top 10 singles (76), and the most charted songs (321), From 2018 to 2023, he held the record for the most simultaneously charted songs in one week (27), the most Hot 100 debuts in one week (22); and held the most continuous time on the Hot 100 (431 weeks). He additionally has the most number-one singles on the R&B/Hip-Hop Airplay, Hot R&B/Hip-Hop Songs, Hot Rap Songs, and Rhythmic Airplay charts.