At age 21 , Judd became interested in dance . Within a year , he switched jobs and began dancing professionally with Disney . 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
1995 MTV Video Music Awards
1995 MTV Video Music Awards
Cris Judd