A contemporary soul singer whose smooth yet robust vocals brought energy and emotion to even his most serene recordings, Gerald LeVert grew up in the shadows of his father, Eddie LeVert, Sr., of the O'Jays. As a child, his father's status in the music industry nurtured and helped prepare Gerald for his prosperous music career as a writer, arranger, producer, and performer. As Gerald was entering his adulthood, he, good friend Marc Gordon, and his brother Sean formed the trio LeVert. They recorded their first single, entitled "I'm Still," on the independent Tempre label. Even though Gerald was still maturing as a vocalist, his powerful, stirring delivery on the single is worthy of praise. Peaking on the Billboard R&B charts at number 70, it survived for eight weeks.

Nonetheless, that single set up a deal with Atlantic Records the following year, and it could not have been a better move. Initially, Gerald recorded with the group, scoring five number one singles, seven Top Ten singles, and four Top 20 singles on the Billboard R&B charts, including the Reggie and Vincent Calloway-written and -produced number one single "Casanova," which also peaked at number four on the Billboard pop charts. He also managed to make room for a duet with labelmate Miki Howard, recording the number four single "That's What Love Is." In 1991, Gerald released his solo debut album, Private Line. The title track spawned his first number one single as a solo artist on the Billboard R&B charts. The following year, Gerald came back with a duet with his father and scored another number one single with "Baby Hold on to Me" and the number three single "School Me," reminiscent of Babyface's "Whip Appeal." However, in the midst of all his success, Gerald's only major pop appeal remained the "Casanova" single.