Pipp Gillette lives and works on the family ranch near Lovelady, Texas, where his grandfather started raising cattle and cotton in 1912. Pipp and his late brother Guy received the Western Heritage Award for Outstanding Traditional Western Album of 2011 and the 2013 Western Heritage Award for Outstanding Original Western Composition for their performance of the Waddie Mitchell song "Trade Off." Drawing on a lifelong interest in Western history and music, Pipp plays traditional cowboy music on guitar, banjo, harmonica and bones. Pipp's first solo CD, Singing Songs by Waddie and Pipp received the Western Heritage Award for Outstanding Traditional Western Album of 2016. His newest CD, Pipp Gillette with Lloyd Wright was released fall 2018.