The second version of "The Wheel of Hurt" was by the American performer Margaret Whiting, a noted singer who had over 40 charting hit singles in the U.S. between 1946 and 1954. Released from her album of the same name, "The Wheel of Hurt" was Whiting's attempt at a comeback; in an interview with Billboard magazine from 1966, Whiting told Claude Hall that she "wanted to have a hit record again. Bobby Darin and Frank Sinatra proved it could be done." "The Wheel of Hurt" was Whiting's final song to hit the Top 40 on the Hot 100 chart, where it peaked at #26. The song also spent four weeks at #1 on the Easy Listening chart in November 1966.