In 1966, he heard a song about unrequited love written for The Spinners, and persuaded the writers that he should record it himself. His recording of "What Becomes of the Brokenhearted" became a major success. The song reached #7 on the "Billboard" Hot 100 and #6 on the R&B Chart. It also initially reached #8 in the UK singles chart, rising to #4 when it was reissued in the UK in 1974. "What Becomes of the Brokenhearted" remains Ruffin's best-known song. It was the lead single from his debut album "Jimmy Ruffin Sings Top Ten" (released as "The Jimmy Ruffin Way" in the UK), which was released on the Motown's Soul subsidiary label in 1967. Follow-up singles in America were successful, with "I've Passed This Way Before" and "Gonna Give Her All The Love I've Got" in late 1966 and early 1967.