Jelly Roll and T-Pain have joined forces for an Amazon Music-released cover of Toby Keith's 1993 classic "Should've Been A ...

Jason Aldean paid tribute to Toby Keith at the 2024 ACM Awards, performing a elegantly low-key version of "Should've Been a Cowboy," Keith's 1993 debut single, backed by a string quartet.

Starting with his 1993 debut single, 'Should've Been a Cowboy,' Keith has scored an enormous string of 19 No. 1 hits. He's most closely identified with his blue collar drinking anthems like 'Red ...

His breakout single, Should’ve Been a Cowboy, launched a career that has since produced numerous chart-topping hits and multi-platinum albums. His straightforward, no-nonsense approach to music ...