[2][3] Pritchett got his start as a DJ at Rooster's Country Cabaret bar in Pitt Meadows, BC, and played in a house band performing cover tunes.

In 2001, after years of playing clubs in BC and Alberta, Pritchett entered a singing contest called "Project Discovery" sponsored by CMT and won a professional music video directed by internationally acclaimed director, Steven Goldmann as well as $10,000 cash.

The latter included the single "Hold My Beer", which won Songwriter(s) of the Year at the 2007 Canadian Country Music Awards.

Pritchett toured Western Canada with Toby Keith and fellow 604 Records artist Jessie Farrell to promote his album, Thankful, which was released on September 9, 2008.

His release "When A Momma's Boy Meets A Daddy's Girl" peaked at number five on the Billboard Canada Country chart.