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Jamie Spaniolo began rapping as a teenager while he was in highschool. In school, Spaniolo and friend Paul Methric would freestyle with other kids, though the two felt they were never great at promptly coming up with rhymes. Both recall going to school with late-rapper Proof and seeing him freestyle, describing him as "the mecca of freestyling". Spaniolo and Methric also participated in freestyle battles at the Hip Hop Shop on a weekly basis.
Spaniolo started his musical career in 1993 as an original member of House of Krazees under the pseudonym Big-J changing it to Mr. Bones after the first album. Along with Hektic and The R.O.C., the original House of Krazees released five albums between 1993 and 1996.
In 1994, Spaniolo released his first solo EP, The Demon Inside, under the name Mr. Bones. He followed up with the LP Sacrifice in 1995.
Problems with the group's label, Latnem Entertainment, led The R.O.C. to leave, and House of Krazees disbanded.
After receiving an offer from Insane Clown Posse to join Psychopathic Records in 1998, Spaniolo and Methric accepted and reemerged as Twiztid. Upon signing with the label, the duo revamped their image, and set out to prove themselves to the Juggalo fanbase. Twiztid opened shows for Insane Clown Posse. In 1998, Twiztid's debut album, Mostasteless, was released. With the release, a shift in reaction toward Twiztid occurred, and Juggalos slowly began to receive the duo well. Twiztid, however, continued to open for Insane Clown Posse and appear with them at in-store tours, improving their rapport with the fanbase.
In 1999, Insane Clown Posse persuaded Island Records to sign Twiztid. During Twiztid's brief stint with the label, Mostasteless was pulled from shelves and re-released under Island Records. The following year, the duo went back to Psychopathic Records and released Freek Show. Freek Show debuted at #51 on Billboard charts, and Twiztid's fanbase grew immensely. Twiztid has remained with Psychopathic Records since, and have helped to sign artists Blaze Ya Dead Homie and The R.O.C to the label.
On December 12, 2012, Twiztid left Psychopathic Records.
