Sensei Boolin emerged in the Florida rap scene by releasing his debut ep titled “FLAWDA” (2020), which was a collaboration with fellow STG44 members THA MUTILATOR and Finski. Throughout the rest of 2020 and well into 2021, Sensei Boolin featured on many tracks by THA MUTILATOR; one of which being the GET ME A CORNDOG REMIX. As of 2024, Sensei Boolin has displayed his evolution of lyricism and musical style with his single “Break Em Down” featuring Dub.