|Born||May 20, 1966|
Pittsburgh, Pennsylvania, U.S.
|Labels||Orchard, Pure, MCG Jazz, Whaling City Sound|
Bailey grew up in Pittsburgh, Pennsylvania, and started playing guitar at 13. At first she was primarily interested in rock music, but she discovered jazz after hearing guitarist Wes Montgomery on the radio. She attended Berklee College of Music in Boston, and after college she taught music at Towson State University in Baltimore. In 1998 she moved to New York City to pursue a career as a performer. She released her first album, Little Misunderstood, in 1995 with George Colligan, Vince Loving, and Chris Battistone. In 2001, Bailey she released Reunion of Souls with guitarist Chris Bergson, Ashley Turner, and Sunny Jain. Stewart Mason of Allmusic called one of the tracks "charming" and one "perfectly sweet" but said the album was "nothing groundbreaking". This was followed by The Power of 3 in 2002 which contained eight tracks all written by Bailey. Allmusic's Rick Anderson said that each track was "a gem" and "more complex than you'd guess at first listen". He said the album was "highly recommended". Her next album was 2004's Bull's Eye!.
In 2006, Bailey released Live @ The Fat Cat and was a headline act at the Pittsburgh Jazz Festival. Her sixth album, A New Promise, was released by MCG Jazz on February 2, 2010 and was a tribute to jazz guitarist Emily Remler.
In the August 10 edition of Down Beat, reviewer Phillip Booth called Bailey "one of the new greats of her chosen instrument". She has taught at Berklee, summer workshops at Stanford University, and the Collective School of Music in New York City.
- Little Misunderstood (Oasis, 1995)
- Reunion of Souls (Pure, 2001)
- The Power of 3 (Pure, 2002)
- Bull's Eye! (Pure, 2004)
- Live at The Fat Cat (Pure, 2006)
- A New Promise (MCG Jazz, 2009)
- A Meeting of Minds (Cellar Live, 2013)
- Plucky Strum with Harvie S (Whaling City Sound, 2015)
- "Sheryl Bailey", All About Jazz, April 25, 2006, archived from the original on May 19, 2011, retrieved June 15, 2010
- Guidry, Nate (September 3, 2006), "Diary of a jazz guitarist: Sheryl Bailey's music expresses essence of the artist", Pittsburgh Post-Gazette, retrieved January 27, 2010
- DuLong, Jessica (July 22, 2003), "Jazz lovers", The Advocate, pp. 50–51, retrieved January 27, 2010
- Hinte, Terri (January 9, 2010). "New MCG Jazz CD by Guitarist Sheryl Bailey, Due for Release Feb. 2, Pays Tribute to Emily Remler". All About Jazz. Archived from the original on July 17, 2012. Retrieved January 27, 2010.
- Mason, Stewart. "Reunion of Souls". AllMusic. Retrieved 23 August 2018.
- Anderson, Rick. "The Power of 3!". AllMusic. Retrieved 23 August 2018.
- Hinte, Terri (9 January 2010). "New MCG Jazz CD by Guitarist Sheryl Bailey, Due for Release Feb. 2, Pays Tribute to Emily Remler". All About Jazz. Retrieved 24 August 2018.
- "Sheryl Bailey | Album Discography". AllMusic. Retrieved 9 March 2019.
- Yanow, Scott (2013). The Great Jazz Guitarists. San Francisco: Backbeat. p. 13. ISBN 978-1-61713-023-6.