When the 2025 post positions for this year's Derby were announced, it was revealed that Keith's horse, Render Judgment, would ...

"In his memory, God rest your soul Big Dog Daddy, Toby Keith baby!" Jelly has performed "Cowboy" live a number of ... "I had ...

Toby Keith, the late country music superstar, will be represented in the 2025 Kentucky Derby by longshot Render Judgment.

Jelly Roll covered one of Toby Keith’s greatest hits in ... star included a rendition of Keith’s “Should’ve Been A Cowboy” during his live performance in Nashville.

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.

Toby Keith’s legacy is ... cover of Keith’s iconic song "Should’ve Been a Cowboy," assisted by T-Pain, released on Amazon Music Originals and performed live at the Stagecoach music festival.

Toby Keith's life and legacy were celebrated ... guitarists performed an emotional rendition of Keith's 1993 single "Should've Been a Cowboy," that flooded the theater with emotion.