Ali's vocal talent was featured on several episodes of Fresh Prince in later seasons, prompting the show's star Will Smith to ask her if she would seriously consider pursuing a musical career. She ultimately decided, for the time being, to continue to concentrate on her acting career. In the series' final season, however, Ali performed several songs, and she began to be groomed for her musical debut, the culmination of which was her debut album Kiss The Sky in 1998. It was certified gold in early 1999, mere months after its release, and spawned the Rodney "Darkchild" Jerkins-produced hit single "Daydreamin'," released July 21, 1998, which peaked at No. 6 on the Billboard Hot 100 and also appeared on the UK Singles Chart. The album spawned two further UK hits, "Boy You Knock Me Out" featuring Will Smith—which peaked at No. 3 and is her biggest hit to date—and "Everytime," which was her third top-20 hit in the UK, peaking at No. 20. She made an appearance on Smith's album Willennium on the track "Who Am I" with MC Lyte. She performed the title song "Sunny Valentine" along with Terrence Quaites for the indie film Rockin' Meera in 2005. In early 2008, she performed on the song "Yes We Can," a will. i. am project supporting Barack Obama's presidential campaign. She also appeared in the subsequent music video which garnered coverage on the "What the Buzz" segment of ABC's World News Now. In January 2014, Ali released an EP titled Hello, whose first single was "Wait For It," which she performed on The Arsenio Hall Show on February 4, 2014.