Emerging as a member of the Rhyme Syndicate, Everlast's first solo album Forever Everlasting (1990), largely made possible by MC Ice-T, was a disappointment commercially. Following the album's failure, Everlast teamed up with DJ Lethal and high school friend Danny Boy to form House of Pain in Los Angeles, CA. Including Ice-T, they all attended Taft High School. The group was signed to Tommy Boy Records, and their eponymous debut album (1992) went multi-platinum, spawning the successful DJ Muggs produced single "Jump Around". This song was also remixed twice by Pete Rock, one version featuring a verse from him and one without. The album also featured Cypress Hill member, B-Real, on the song "Put Your Head Out".
Fashioning themselves as rowdy Irish American hooligans (Lethal is actually of Latvian heritage), they toured with various rap and alternative-rock bands such as The Ramones, Beastie Boysand Rage Against the Machine after their breakthrough. They participated together with Helmet, along with several other rap acts, on the influential 1993 rock-rap collaborative Judgment Nightmovie soundtrack (Everlast also played a villain in the film). The group eventually disbanded in 1996, and Everlast once again pursued a solo career.