Kool Keith has been played over 90 times on NTS, first on 2 August 2011. Kool Keith's music has been featured on 80 episodes.

An original member of New York's new-school pioneers the Ultramagnetic MC's, "Kool" Keith Thornton is best known as a solo rapper. His signature style is stream-of-consciousness lyrical flow and complex vocals, two skills that earn him a perennial nod from the underground hip-hop community. The average Kool Keith album is peppered with bizarre, disjointed, even delusional or disassociated themes, concepts, and references. Nearly all of his albums incorporate a satirical dislike for more commercialized strains of hip-hop, as well as major record labels.

Thornton's early career and lyrics with the Ultramagnetic MC's often referenced his time as a patient of Bellevue, a psychiatric hospital, where he was treated for depression. With Ultramagnetic MC's, his abstract style developed, maturing in songs like Poppa Large. He was probably the first rapper to create an alter ego, and then create an alter ego for that alter ego (Kool Keith v. Moe Luv). After the Ultramagnetic MC's broke up, he expanded his resume, experimenting with new styles, including his self-described pornocore, known for pornographic imagery and brutal, abstract lyrics. Sex Style released in 1997, was the showcase for this genre.

Teaming up with Dan the Automator Nakamura under the name Dr. Octagon, Thornton again reinvented his image, recording the self-titled Dr. Octagon album (later reissued under the title Dr. Octagonecologyst) which was released by the English trip hop label Mo Wax. The album received critical acclaim, though mainly from sources outside the mainstream hip-hop community. The critical success of the album helped to open the accessibility of the underground hip hop scene to an appreciative audience. For Dan the Automator, this album laid the foundation for a burgeoning career and accolades as a producer; for Thornton, the success of Dr. Octagonecologyst seemed to put him in danger of being typecast as a "space and Mars" rapper, or an industry tool, which he throughout his career has looked down upon.

His style as a whole is characterized by non sequiturs and bizarre commentary, particularly anal, fecal and genital references. For example, "Chief administrator suck my oil," "Dr. Ludicrous I turn into an octopus," "All this jealousy shit is mayonnaise and celery shit," "Two drinks minimum, don't worry, we're maximum," etc. An instrumental version of the album, Instrumentalyst, showcased the production, became a rising success with most of the credit given to Dan the Automator and other collaborators, even though Thornton is credited on the LP with some production duties.

List of projects, groups and alter-egos:

Ultramagnetic MC's Dr. Octagon Dr. Dooom Sinister 6000 (Dan the Automator) Black Elvis Masters of Illusion Analog Brothers Mr. Nogatco Project Polaroid Tashan Dorset Sex Style Ultra The Cenobites Sergei Khmelev

(this list is incomplete)