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.
Judd choreographed numerous music videos including My Way for Usher, Jump, Jive, & Wail for the Brian Setzer Orchestra, If I Could Go for Angie Martinez and Tango for Julio Iglesias. He also directed the music video, Ain't It Funny-Remix, with Ja Rule. Judd then became creative director for Handprint Entertainment, overseeing a $5 million budget and delivering Jennifer Lopez's NBC concert special Let's Get Loud (DVD), which was filmed at the Roberto Clemente Coliseum in San Juan, Puerto Rico.
Judd appeared as a back-up dancer for ex-wife, Jennifer Lopez's music videos Love Don't Cost a Thing, Play, and I'm Real, and appeared in her I'm Gonna Be Alright video. He and Garcia produced an interactive dance DVD released in summer 2005, and has prepared the Midnight Fantasy musical for the Luxor Resort in Las Vegas.

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