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 ...

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 ...

It’s been renamed Should’ve Been A Cowboy in honour of Keith’s trademark debut hit from the set. The album has been remastered from the original analog tapes and now includes a commemorative ...

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 ...

Keith died at age 62 in February 2024 following a stomach cancer diagnosis, and Jelly has performed "Should've Been a Cowboy" on several occasions since. At Nashville's Big Bash, the tribute came ...

The 40-year-old country star helped ring in the new year with a five-song performance during Nashville’s Big Bash at the Tennessee capitol's Bicentennial Park on Dec. 31, closing out his set with a ...