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Skip Cherryholmes

Musician · Nashville, Tennessee · cherryholmes.com
Best known for Guitar

Skip Cherryholmes is a California-born guitarist and harmony singer whose family band Cherryholmes won 2005 IBMA Entertainer of the Year before disbanding in 2011 — a co-founder of Sideline (with Steve Dilling and Jason Moore) and current member of Lou Reid & Carolina.

  • Member of the family band Cherryholmes (1999–2011); started on mandolin at age 9, later switched to guitar.
  • Cherryholmes won IBMA Entertainer of the Year (2005) and earned 5 Grammy nominations during their 12-year run.
  • Family relocated from Los Angeles to Nashville, Tennessee, to pursue bluegrass full-time after forming the band.
  • Toured roughly 200 nights per year during the Cherryholmes era; band's debut album hit #1 on Billboard Bluegrass.
  • Co-founder of Sideline (2011) with Steve Dilling and Jason Moore; the band became his main full-time gig.
  • Also performs with Lou Reid & Carolina.
  • Married into the Dilling family — Steve Dilling is his father-in-law.
  • Endorsing artist for Bourgeois Guitars (D-150 and A-350 Archtop); known as a masterful arranger.
  • Sideline
    Played on recordings with Sideline
  • Cherryholmes
    Played on recordings with Cherryholmes

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