Adam Levy of Guitar Player Magazine calls Sheryl "One of the most compelling tones of her generation", and Frank Forte of Just Jazz Guitar ranks her "among the best bop guitar players with a fresh approach and something new."

It's said (by Lee Metcalf, The Villager) that she can "go from zero to blazing in two beats", but she is continually praised for never sacrificing melody and lyricism for technique. "She balances superior technical skills with a strong lyrical sense and swinging touch..." continues Metcalf, and Joe Taylor of Soundstage says "Bailey combines an astonishing command of the fingerboard with a seemingly endless flow of melodic invention."

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