Gabe Witcher began his performing career in 1984, at the age of six, at the Strawberry Music Festival in Yosemite when he was invited on stage by Bill Monroe to perform a duet in front of a workshop crowd. Later that day Witcher, along with his father, were invited to perform three songs on the main stage in between acts. This launched the formation of "The Witcher Brothers" which performed throughout the southwest United States for 25 years.
In 1993 Witcher contributed original compositions to the soundtrack of the Dom DeLuise-led cult classic The Skateboard Kid. Many of these pieces he performed with his band, Trashkittens. This includes a music video rendition of the electric guitar–driven "Hard to Find", which ends the film.

In 1995 Witcher was asked to join the "Laurel Canyon Ramblers", led by veteran bluegrass/country musician, Herb Pedersen, after their original fiddler, three-time National Fiddle Champion Byron Berline, moved from Los Angeles to Oklahoma. He was with them for four years and appeared on two albums with them.

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