Levine graduated from Berklee College of Music in Boston with a degree in music composition and saxophone.[2] He began his work in the music industry as a session player, later becoming an independent marketing professional. Levine founded the marketing company Round the Globe Music in the late 1980s in order to promote and market hip-hop music. Round the Globe offered street teaming and retail/video/radio promotions and was influential in the success of the records of artists such as A Tribe Called Quest and Mariah Carey, among others.[5][6]
In 1995, Levine launched Penalty Recordings, which operated as a joint venture between himself and Tommy Boy Records, founded by Tom Silverman.[7] Tommy Boy, at the time, was fully owned by Warner Bros. Records, and Silverman reacquired half of Tommy Boy in 1996 not long after the Penalty deal.[8]
After Tom Silverman bought half of Tommy Boy back from Warner Bros. Records in 1996, it continued as Penalty's distributor. The label saw two of its most successful releases in with Noreaga's first two solo albums, N.O.R.E. (1998) and Melvin Flynt – Da Hustler (1999), the former of which launched the hit single "Superthug", one of the earliest hits produced by The Neptunes (Pharrell Williams and Chad Hugo).[10]
He re-established Penalty in 2002 as Penalty Associated Labels, which became a joint venture with Ryko Distribution,[14] a company for which Levine would also serve as the general manager of.[2][9] Artists signed to the Penalty labels at this time included MC Eiht, The Beatnuts, and Ali Shaheed Muhammad (A Tribe Called Quest),[15] and Penalty also struck a deal to produce and market the AND1 Mixtape series.[16]
Deciding to go back to running his own label, Levine established Penalty Entertainment in 2014,[1] re-signing Capone-N-Noreaga to a new deal,[19] and striking deals with established artists such as Trina, Joell Ortiz, eMC, Statik Selektah, and KXNG Crooked (aka Crooked I) and new artists such as BeatKing and Hi-Rez.[20] In 2022, Levine launched a management company, Home Club Management.[21] As of 2023, Levine is an adjunct professor teaching music business at NYU Steinhardt and Marymount Manhattan College.[21][22][23]