At age 17, he won the 2004 Scribble Jamfreestyle rap competition,[2][3][4][5] making him the youngest winner in the competition's history.[6] He is a member of the Sandpeople group.[7] With rhyme partner The Saurus, he competed in and won the 2006 and 2007 World Rap Championships,[7][8] and the 2006 Spin the Mic competition.[9]
In 2007, Vibe magazine named him one of the Best MySpace Rappers in America.[10]
His 2007 album The Rain Check Mixtape is hosted by DJ Vlad, and includes appearances by 40 Cal. and Copywrite. Illmaculate also features with Sapient of Debaser in the track "The Truth" on Bliss n Eso's album Flying Colours and on the 'Turn It On Remix' from Justice & Kaos's Turn It On EP.
On August 22, 2015, Illmaculate defeated Pat Stay in a title match at KOTD's World Domination 5 event on a 3-2 judges decision, making him the new KOTD Champion.[13]