"Should've Been a Cowboy" is a song written and recorded by
American country music artist
Toby Keith. It was released in February 1993 as the lead off single released from Keith's self-titled debut album
Toby Keith. On June 5, 1993, it reached number 1 on the US
Hot Country Songs chart and the Canadian
RPM Country Tracks. It also peaked at number 93 on the Billboard Hot 100, making it a minor crossover hit.