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Christopher Hollyday began performing publicly in 1983 in the Boston area at age thirteen as a member of his brother Richard’s jazz quintet. Between the years 1988 and 1993 Hollyday headlined a week at the Village Vanguard in New York City, toured with and was featured on the Maynard Ferguson’s “Big Bop Nouveau” album, and toured with his own quartet-visiting every Western European country, Brazil, Canada, and most of the United States. During this period Hollyday also made four recordings for RCA/Novus records. As Hollyday toured, he visited local schools as an effective clinician and became interested in music education.
In 1993 Hollyday pursued his desire to teach and study composition at Berklee College of Music in Boston, MA. In 1996, Hollyday relocated to San Diego where he taught high school instrumental music for 13 years. Hollyday completed a masters degree in jazz studies at San Diego State University.
In 2018 Hollyday returned to the recording studio and released his critically acclaimed album, Telepathy. His latest recording, Dialogue, will be released In 2020 featuring The Telepathy Quintet. Hollyday currently performs in San Diego and throughout Southern California, as a jazz saxophone soloist, and with his Telepathy Quintet.