 He was hired to dance with Michael Jackson for the 1995 MTV Video Music Awards and then danced with Jackson on the HIStory Tour, eventually becoming lead dancer for the tour.In 1999, he performed at the Billboard Music Awards with Celine Dion, the MTV Music Awards with N'SYNC, and in 2000 at the American Music Awards with Enrique Iglesias and Brian McKnight, and for "Best Song" nominee "That Thing You Do" at the 69th Annual Academy Awards.Judd teamed up for the first time with choreographer Eddie Garcia, a collaboration that continues to this day, to choreograph the 2000 Tour for Jordan Knight.