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Gruf began his hip-hop career as a member of a Winnipeg group called Twisted Spirits in the early 1990’s. This group evolved into the Frek Sho, and in 1995 they filmed a video for “Patience”, which entered rotation on Canada’s Muchmusic, a first for a Winnipeg hip-hop group. His interest in health and counter-culture made his teaming with Pip Skid inevitable, and they formed Fermented Reptile in 1999. In 2001, he released “Druidry”, his solo debut.