Lil' Flip is a rapper hailing from Houston. As he was growing up he was involved in rapping at his high school. He was soon realized by the legendary DJ Screw and was quickly influenced to rap at freestyle battles to gain respect in his Cloverland neighborhood. At the age of 16 he was signed to Sucka Free Records, a local label founded by CEO, Daune "Humpty Hump" Hobbs and Lil' Flip himself. He was a part of the rap group H.S.E. (Hustlaz Stackin' Endz) and the group release an album that introduced the world to Lil' Flip.

He quickly launched his career when he released his first album The Leprechaun. The album was quickly gaining national attention which spawned the hit single "I Can Do That". The album sold over 100,000 regionally and by that gained attention from Def Jam South, A & R, Scarface. He was briefly signed to Def Jam for a few years, but abruptly left the label after concerns about his financial earnings. He was soon signed to Loud Records and began recording his first national debut album.

While recording his album, he was apparently shot by unknown assilants in a drive-by shooting. He survived the attack and pressed on to finish his album. At the age of 20, Lil' Flip released his sophomore album Undaground Legend, the first album released nationally with the hit single "The Way We Ball", and a remix to his hit "I Can Do That". The album reached platinum status even through it didn't get much promotion from Loud Records or a second video. Lil' Flip is known for his unique style of freestyling screwed (a form of slowed down rap technique) and always releasing double disc CDs whenever he releases an album. He claims all of his success to the late DJ Screw and tattooed his name on his arms. Quickly Lil' Flip was garnishing fame. He was credited for his lyrics to Three Six Mafia, David Banner, Fam-Lay, Young Buck, UGK, Ludacris, among others. He was announcing himself as the "King of The South" among the "Freestyle King".

He recorded his third album U Gotta Feel Me? on Sony Records. His newest album is more commercial and featured Ludacris, Three Six Mafia, and others. The album debut at Number #7 on the Billboard chart and Number #3 on the Hip-Hop/R & B charts. The album quickly became a crossover success with the Billboard Hot 100 Top 20 single "Game Over". The single used the Namco Pac-Man beat and showed Lil' Flip getting a tattoo while rapping to the single. The single reach Number #1 on the hip-hop charts and became an instant success for Lil' Flip. His follow-up single, a lover anthem "Sunshine" featuring newcomer Lea, became the second single on Lil' Flip album and went to number 2 on the Billboard Hot 100. It was gaining numerous requests while being on MTV 2 and BET. The album was certified double platinum.

Hip-hop fans' most common criticism of Lil' Flip is that on his official releases, the self-proclaimed "Freestyle King" has never lived up to the promise he has shown on mixtapes, and particularly that Lil' Flip has never had even one stellar single.