Gail Caldwell (born January 20, 1951) is an American critic and author. She was the chief book critic for The Boston Globe, where she was on staff from 1985 to 2009. Caldwell was the winner of the 2001 Pulitzer Prize for Criticism. The award was for eight Sunday reviews and two other columns written in 2000. According to the Pulitzer Prize board, those columns were noted for “her insightful observations on contemporary life and literature.”