The self-proclaimed black sheep, Brandon Caskey, is a man of multiple creative trades. The American recording artist, poet, and painter was born on August 28, 1992 in Orlando, Florida. He is signed to Cash Money Records.

Caskey is many things, but he is first and foremost a rapper. However, Caskey wasn’t always a huge rap fan. At first, he was more into heavy metal and jazz, but his interest in hip-hop grew through the likes of Nas, AZ, and other rappers with potent content. Their lyrical abilities inspired the Florida native to experiment with rap, leading to a string of independently released mixtapes that have become rare collectibles: Blowin' Out My Mind, The Intangibles and Homegrown.

His No Complaints mixtape was the one to break the mold. The project attracted the attention of Cash Money CEO Birdman, who then signed Caskey to the label in August of 2012. No Complaints was re-released months later, and his first mixtape under the label, The Transient Classics, was released on his birthday the following August.

Over the next few years, both his artistry and appearance continued to change. After developing more of a trap style through the creation of the Black Sheep series, the well-seasoned rapper released his “street album,” No Apologies, in September 2016.

Having perhaps reached a peak in the trap subgenre with this release, Caskey started exploring more alternative routes. He began painting in 2017, which added a new creative outlet for his artistry. His love for painting can be seen in the cover art for the thematic album, Generation, which released that August. Continuing with the poetry that he dabbled in on the album, he released his first book of poems, Fear Does Not Belong Here, in December.

Caskey showed versatility in 2018, from the hype trap raps found on Speak of the Devil to the experimental acoustic ballads on Music to Die to. The highly-anticipated sequel to the Black Sheep trilogy, Black Sheep 4, was announced this year as well and ended up releasing in 2019. A collection of songs that was originally slated to be the sequel to the 2015 release of leftovers, The Lost Files, was released near the end of 2019 under the title Clockwork. The Clockwork song “Heaven Is a Place on Earth” shares its title with Caskey’s second poem book, which was also released that year.

The Florida rapper didn’t let 2020 slow him down. Despite the effects of the COVID-19 pandemic, such as not being able to perform live shows, Caskey released two projects that year. The first, Viral, was a coronavirus themed EP. The other was his album I Changed, which was inspired by his decisions to abstain from certain vices and take his health more seriously.

Aside from his solo mixtapes and albums — which can all be viewed on this page — Caskey has also taken part in a handful of other projects. He is a member of the Florida rap group Keep Pushin Entertainment and has appeared on their projects 4eva Pushin' and 72 Dolphins, as well as Psychological Pimpin' with KPE member ClicKlak. There’s also Yelawolf Blacksheep, the collaborative album he made with Yelawolf.