In the early 1990s, Pigeon John and his childhood friend B-Twice formed the hip-hop duo Brainwash Projects. Brainwash Projects contributed the single "Muchas Muchachas" to the Christian rap compilation "Sanktifunctafyd" released by N-Soul Records in 1995. Brainwash Projects eventually released a record titled The Rise and Fall of Brainwash Projects on the independent label Jackson Rubio.One reviewer characterized The Rise and Fall as "pure, uncut, holy hip-hop" but gave mixed reviews of its beats and lyrics. 　　Between 1997 and 2000, Pigeon John recorded the songs that became his first solo album, Is Clueless. The album was released in 2001 by The Telephone Company and then re-released in 2002 by The Telephone Company/Syntax Records with three new tracks and new artwork. Pigeon John then signed to Basement Records and released Is Dating Your Sister (2003) and Pigeon John Sings the Blues (2005). In 2005, Lyrics Born saw Pigeon John on the Cali Comm Tour and brought him into Quannum Projects.[citation needed]That same year, Pigeon John's single "Deception" was featured on a series of Nestle Crunch commercials. In 2006, after signing to Quannum, Pigeon John released his fourth solo album, And the Summertime Pool Party. The album has received positive reviews from many sources, including LA Weekly,Entertainment Weekly,and Vibe. 　　A new album, entitled Dragon Slayer, hit physical and digital retail October 12, 2010.With the aid of General Elektriks' Herve Salters, he produced the whole record, including, for the first time, sampling original instrumentation rather than flipping samples from records. In 2014, he released an album, titled Encino Man.