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Sheryl Bailey (born May 20, 1966) is an American jazz guitarist and educator. She teaches guitar at the Berklee College of Music in Boston.
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 in 2002 by The Power of 3, 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 Bull's Eye! in 2004.
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 DownBeat, 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.
| 1995 | Little Misunderstood | Oasis Productions Limited | With George Colligan (keyboards), Glenn Cashman (tenor sax), Chris Battistone (trumpet), Vince Loving (electric bass), Dave Ephross (acoustic bass), Jon Seligman (drums), Lenny Robinson (drums), and Rob White (percussion). |
| 2001 | Reunion Souls | PureMusic Records | With Chris Bergson (guitar), Ashley Turner (bass) and Sunny Jain (drums). |
| 2002 | The Power Of 3 | PureMusic Records | With Gary Versace (Hammond B-3 organ) and Ian Froman (drums). |
| 2004 | Bull’s Eye | PureMusic Records | With Gary Versace (Hammond B-3 organ) and Ian Froman (drums). |
| 2006 | Live At The Fat Cat | PureMusic Records | With Gary Versace (Hammond B-3 organ) and Ian Froman (drums). |
| 2010 | A New Promise | MCG Jazz | With "Three Rivers Jazz Orchestra": Mike Tomaro (co-director, soprano and alto saxophones); Jim Guerra (alto saxophone); Eric DeFade (tenor saxophone); Rick Matt (tenor saxophone); Jim Germann (baritone saxophone); Steve Hawk (co-director, lead trumpet); Joe Herndon (trumpet); Steve McKnight (trumpet); James Moore (trumpet); Ralph Guzzi (trumpet); Reggie Watkins (lead trombone); Clayton DeWalt (trombone); Ross Garin (trombone); Christopher Carson (bass trombone); Paul Thompson (bass); David Glover (drums). Special guests: Jay Ashby (trombone, percussion); Marty Ashby (acoustic guitar); Hendrick Meurkens (vibes). |
| 2013 | A Meeting Of Minds | Cellar live Records | With Ron Oswanski (Hammond B-3 organ) and Ian Froman (drums). |
| 2015 | Plucky Strum | Whaling City Sound | With Harvie S (bass) |
| 2017 | Plucky Strum Departure | Whaling City Sound | With Harvey S (bass) |
Source: (2026). 9781617130236, Backbeat. ISBN 9781617130236
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