As a solo artist, he gained his furthest attention for his 2015 mixtape Black Sheep 2, which was met with critical praise.

[3] A few weeks prior to its release he was in a motorcycle accident, where he suffered pinched nerves in his left arm.

[8][9] The mixtape would be heard by Cash Money Records producer DJ Nasty, who would pass it on to CEO Birdman.

[10] In early August 2012, Cash Money Records released a video of Caskey officially signing to the label.

[15] He had a solo track titled "FBGM" on the YMCMB mixtape Rich Gang: All Stars, which was released on February 18, 2013.

[20][21] The mixtape was produced by The Avengerz, Myles William and The Colleagues and featured guest appearances from Trae tha Truth, Machine Gun Kelly, Riff Raff, JellyRoll, Rittz, and others.

"[24] On September 7, 2015 Caskey released an album titled Black Sheep 2 with production primarily by Anonymass.

His third album was released in December 2022 titled While You Wait for J.A.W.S., which secured another number one on the iTunes Hip Hop chart.

Caskey has written tribute songs "Letter to My Father" and "Been Solid" on the No Complaints mixtape as well as "Holding on to a Gun" from the While You Wait For J.A.W.S.