Recorded in 1958 for Chet Baker Sings: It Could Happen To You, this version of Walter Donaldson's "You're Driving Me Crazy" is one of several tracks on the album where Baker sets aside his vocal role to solo on trumpet. Taken at a medium swing tempo of roughly 142 BPM in E-flat, the arrangement features Baker delivering a full chorus of trumpet improvisation in his signature lyrical style, his tone cool and focused with a light vibrato that floats over the rhythm section. The 32-bar AABA form provides a familiar structure for Baker to construct flowing melodic lines that stay close to the song's harmonic framework while introducing subtle variations and personal inflections. Pianist Kenny Drew follows with a half-chorus solo that brings a slightly more angular, bebop-influenced perspective to the harmony, creating an effective contrast with Baker's smoother approach. Donaldson's 1930 composition had been recorded by countless artists across genres, but Baker strips away any showmanship in favor of pure melodic invention. The performance captures Baker at an interesting juncture in his career, recording in Europe with a sympathetic Danish rhythm section that gives him ample room to explore. The result is a relaxed, swinging performance that highlights Baker's gift for making improvisation sound as natural and inevitable as a well-told story.