Caskey

Caskey is an American rapper, poet, and painter from Orlando, Florida, born in 1992. He built his early reputation through a run of independently released mixtapes before catching the ear of Cash Money Records, which signed him in 2012. His music blends melodic hooks with dense, image-heavy verses, reflecting influences drawn from lyricists like Nas and AZ rather than the more straightforward trap sound he later adopted.

Over the course of his career Caskey has moved between introspective, poetic writing and harder-edged trap records, often exploring themes of struggle, loyalty, and self-identity — the black sheep persona he has built his brand around. His «Black Sheep» mixtape series became a defining project, showcasing his ability to shift between moody, atmospheric production and more aggressive, street-oriented tracks.

Songs such as «Cadillac», «Words», and «Never Slow Down» highlight his range, from confessional storytelling to confident anthems. As both a visual artist and musician, Caskey has cultivated a distinct creative identity within the Cash Money roster, standing apart through his willingness to mix rap with painting and poetry as complementary outlets for the same restless creative energy.