Introduction
“Should’ve Been a Cowboy” is one of Toby Keith’s most iconic songs and marks a significant milestone in his career. Released in February 1993 as the debut single from his self-titled debut album, the song quickly became a massive hit and established Keith as a major force in country music.
Written by Toby Keith himself, “Should’ve Been a Cowboy” reflects on the romanticized image of the American cowboy, drawing inspiration from classic Western movies and TV shows. The lyrics nostalgically recount the life of a cowboy, with references to famous Western figures like Gene Autry and Roy Rogers, and lament the lost opportunity to live such a life. The song’s chorus, with its catchy line “I should’ve been a cowboy,” captures a longing for a simpler, more adventurous time.
Musically, “Should’ve Been a Cowboy” blends traditional country instrumentation with a modern sound that was appealing to the 1990s country audience. The track features prominent guitar work, a steady rhythm, and Keith’s deep, resonant vocals, which would become a hallmark of his style. The song’s catchy melody and relatable theme quickly resonated with country fans, propelling it to the top of the charts.
“Should’ve Been a Cowboy” became Toby Keith’s first number-one hit on the Billboard Hot Country Songs chart and remains one of the most played songs on country radio. It has been credited with helping to define the sound of 1990s country music and solidifying Keith’s reputation as a leading artist in the genre.
The official music video for “Should’ve Been a Cowboy,” directed by Marc Ball, further reinforced the song’s themes with visuals of Keith performing in a Western setting, complete with cowboy attire and scenes reminiscent of the Old West.
Over the years, “Should’ve Been a Cowboy” has become a staple in Toby Keith’s live performances and is widely regarded as a classic in modern country music. Its success laid the foundation for a career that would see Keith become one of the most successful and enduring country artists of his generation.