The ultra-hip and sophisticated "cool jazz" that Chet Baker (trumpet/vocals) helped define in the early '50s matured rapidly under the tutelage of producer Dick Bock. This can be traced to Baker's earliest sides on Bock's L.A.-based Pacific Jazz label. This album is the result of Baker's first sessions for the independent Riverside label. The Chet Baker Quartet featured on Chet Baker Sings: It Could Happen to You includes Kenny Drew (piano), Sam Jones (bass), and Philly Joe Jones (drums). (Performances by bassist George Morrow and drummer Dannie Richmond are featured on a few cuts.) This results in the successful combination of Baker's fluid and nonchalant West Coast delivery with the tight swinging accuracy of drummer Jones and pianist Drew. Nowhere is this balance better displayed than the opening and closing sides on the original album, "Do It the Hard Way" and "Old Devil Moon," respectively. One immediate distinction between these vocal sides and those recorded earlier in the decade for Pacific Jazz is the lissome quality of Baker's playing and, most notably, his increased capacity as a vocalist. The brilliant song selection certainly doesn't hurt either. This is an essential title in Chet Baker's 30-plus year canon. [Some reissues contain two bonus tracks, "I'm Old Fashioned" and "While My Lady Sleeps"].
AllMusic Review by Lindsay Planer