With very few exceptions, the career of Harry Connick, Jr. can be divided in half -- his first two albums encompassed straight-ahead New Orleans jazz and stride piano, while his later career (which paralleled his rising celebrity as both a singer and actor) alternated between more contemporary New Orleans music and pop vocals indebted to Frank Sinatra. Already well known within jazz circles, he entered the American consciousness with the soundtrack to 1989's popular film When Harry Met Sally. Though his music grew more eclectic from the mid-'90s onward, his albums continually went platinum. In the new millennium, he cycled between albums exploring his jazz roots and those with songbook standards. ~ John Bush
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