During Dru Hill's 1999 - 2002 hiatus, Jazz recorded a traditional R&B solo album. However, Def Jam never released the album, although at least three of its songs, "Damn", "War", and "Housewife", turned up on Def Jam promotional mixtapes. Two more surfaced on Def Jam soundtrack LPs: a ballad entitled "Here With Me" was featured on the 2000 soundtrack to Nutty Professor II: The Klumps, and the Jill Scott-guested neo soul track "Love Again" was included on the Rush Hour 2 soundtrack. Jazz also made a number of guest appearances on tracks by artists such as R&B vocalist Miss Jones and jazzsaxophonist Kim Waters, and joins Case, Musiq, Montell Jordan, R.L. from Next, and Stevie J. on "Sweet November", a song from the soundtrack to the soundtrack of the Soul Food television series, based on the 1997 film which also included Dru Hill's "We're Not Making Love No More" on its soundtrack.
Jazz's company, Taj Entertainment, features artists Tray Chaney, better known as "Poot" from the HBO show "The Wire", Cherri Lala, a singer/songwriter known for her song "Madame Cherri" from HBO's Cathouse, as well as her voiceovers in major motion pictures and health films. Taj also once featured Tre-Son', a three-man group from Harrisburg, Pennsylvania. One singer from that particular group, now known as Jim Beanz, has branched off and is working as a producer for the likes of Britney Spears, Duran Duran, and Nelly Furtado, much in part as a result of his tutelage under Jazz.
In early 2008, the original quartet version of Dru Hill began touring alongside fellow 1990s R&B acts Tony! Toni! Toné!, Bell Biv Devoe, and their former producer Keith Sweat. On March 6, the group appeared on WERQ, a Baltimore radio station, to promote their reunion. In the midst of their interview, however, Woody announced he was quitting the group again to dedicate himself to his gospel ministry. A YouTube video shows Sisqó walking out on the interview as a result, and Woody, Nokio, and Jazz fighting.