In her spare time, Trina wrote rap rhymes, which caught the attention of Miami rapper Trick Daddy whom then approached her in 1998 to be featured on his song "Nann Nigga".
The song was later released as the lead single from his second studio album, com, which was released in September 1998.
The second and final single from the album, "Here We Go", featuring Kelly Rowland, was released in September 2005.
The single reached seventeen on the Hot 100, number eight on the Hot R&B/Hip-Hop Songs chart and number three on the Hot Rap Songs chart.
In 2007, Trina began work on her fourth studio album.
To give fans a preview of the upcoming album, Trina released two mixtapes: Rockstarr Royalty and the Baddest Chick 2: Reloaded.
Since then, she has released five moderately successful studio albums.
XXL Magazine calls her "the most consistent female rapper of all time".
The record is very explosive and what I'm saying, it triggered him to say what he's saying. It's a dope record." Trina also addressed Trick Daddy's controversial comments, where the Slip-N-Slide rapper, also her close collaborator, blasted African-American women. "I think his choice of words of saying ‘black women’ and using a different race of women is what made it sound crazy.“We’re already in this big racial war. Me knowing him as a person -- I think the choice of words was just Trick talking how Trick does, but meaning it the way everybody perceived it.”Check out her interview in full below.
Trina first gained notoriety in 1998 with her appearance on Trick Daddy's second studio album com on the single "Nann Nigga".
The second single from the album, "I Got a Thang for You", featuring Keyshia Cole, was released in February 2008 and reached number twenty-one on the Bubbling Under Hot 100 and number fifty-nine on the Hot R&B/Hip-Hop Songs chart, making it a fairly successful single.
The third and final single from the album, "Look Back at Me", featuring Killer Mike, produced by Hard Hat Productions was a regional hit club record.
"Everybody was like we got this beat, we got this, we got that, we want you to get in there and write to this track, write to this song, write to this topic." On March 21, 2000, Trina's debut album Da Baddest Bitch was released.