On this day (February 12) in 1993, Toby Keith kicked off a career full of hits with his debut single “Should’ve Been a Cowboy.” He wrote and released the song as the first single from his self-titled ...

Halfway through his 50-minute set, Jelly Roll was joined by T-Pain for their cover of Toby Keith‘s hit song "Should've Been a ...

Toby Keith came out of the gate swinging with his 1993 debut single, "Should've Been a Cowboy," a story song that spent two weeks atop the Billboard Hot Country Songs chart and ultimately claimed ...

During the Nashville's Big Bash New Year's Eve special on Tuesday night (Dec. 31), the singer performed Toby Keith's 1993 debut single, "Should've Been a Cowboy" as part of a five-song set that ...

To honor Keith, who died in February, the singer performed his classic debut single “Should’ve Been a Cowboy.” Jelly Roll opened his New Year’s Eve set in Nashville’s Bicentennial Park ...

“I should’ve been a cowboy. I should’ve learned to rope and ride …” Participants in the Sandhills Ranch Internship Program have learned there is much more to ranching than inferred by ...

During the Nashville’s Big Bash New Year’s Eve special on Tuesday night (Dec. 31), the singer performed Toby Keith’s 1993 debut single, “Should’ve Been a Cowboy” as part of a five-song ...