Hi-Five was originally signed to Jive Records in late 1989and released their eponymous debut album in 1990. The album went platinum and was produced by Teddy Riley; it included such singles as "I Just Can't Handle It" (R&B #10), "I Can't Wait Another Minute" (Pop #8, R&B #1), and their biggest hit to date, "I Like the Way (The Kissing Game)", which went to number one on the U.S. Billboard Hot 100 and the U.S. Hot R&B/Hip-Hop Songschart.
The group's second LP, Keep It Goin' On, came out in 199. Though not as successful as their debut effort, several tracks from this album, including "She's Playing Hard To Get" (Pop #5, R&B #2) and the R. Kelly-penned "Quality Time" (Pop #38, R&B #3) got major airplay in East Coast (US) urban markets. Shortly after this album was released, Roderick "Pooh" Clark was involved in a near-fatal automobile accident that left him paralyzed from the chest down. In 1993, Hi-Five emerged with a third album, Faithful, which featured the songs "Unconditional Love" (Pop #92, R&B #21) and "Never Should've Let You Go" (Pop #30, R&B #10). "Unconditional Love" was also featured in the multi-platinum Menace II Society soundtrack, and received extensive airplay on urban contemporary stations throughout the summer of 1993 as the movie increased in popularity. "Never Should've Let You Go" was featured in the Sister Act 2 soundtrack.