Thompkins was discovered by Luke Skyywalker of the 2 Live Crew in a Miami talent show. Skyywalker signed JT Money and Debonaire as the group Poison Clan to his Skyywalker Records. In 1990 JT Money and Debonaire released their first album as a group, 2 Low Life Muthas. After this Debonaire left Poison Clan to join another group, Home Team, with his brother, Drugzie also from the Poison Clan. This left JT Money as the main lyrical driving force of the group, which also featured members Madball, Uzi, Big Ram, and associates Shorty-T and Trigga. The second Poison Clan album, 1992's Poisonous Mentality, featured the hit "Shake What Ya Mama Gave Ya", which was listed by XXL magazine as one of the top 250 hip-hop songs of the 1990s. JT Money released two more albums under the Poison Clan name: Ruff Town Behavior in 1993 and Straight Zooism in 1995. Some other well known Poison Clan songs include "Action", "Bad Influence", "Dance All Night", "Fire Up This Funk", "The Girl That I Hate", and "Don't Sleep On A Hizzo".
In 1999 JT Money dropped the Poison Clan name for the album Pimpin' On Wax, now just recording under his own stage name. This album achieved mainstream commercial success with the major hit single "Who Dat". The song featured Solé, reached number 5 on the Billboard Hot 100, and won Top Rap Single at the 1999 Billboard Music Awards. After this JT Money continued his solo career, releasing three more albums to date, none of which matched the commercial success of his solo debut.