This marked the start of a lifelong friendship with the “On the Road Again” star, as Floyd and his sister Jill spent the next ...

But like... what else could it have been? It's iconic. Toby Keith left a legendary mark on country music, and he came out of the gate swinging with his first hit "Should've Been A Cowboy." And on this ...

We have the story behind the first single Toby Keith released, "Should've Been A Cowboy", which also became his first No. 1 hit.

Over the years, “Should’ve Been a Cowboy” earned more than three million spins on country radio, making it the most-played ...

Honoring a legend. February 5 marked two years since the death of Toby Keith, who passed away in 2024 following a two year battle with stomach cancer. And on the anniversary of the Big Dog Daddy's ...

The beloved country singer died at age 62 on Feb. 5, 2024.

The Oklahoma native has been recognized with posthumous awards from the Country Music Hall of Fame, Western Heritage Museum, ...

This honor reflects the life my dad lived and the values he stood for,’ the country icon’s daughter Krystal Keith shared in a ...

On February 5, 2024, the world lost a true country music icon, Toby Keith, who passed away in his sleep after a long battle with stomach cancer at the age of 62. Known for his extensive catalog of hit ...

Toby Keith took the stage for one final series of concerts toward the very end of his life in 2023, and he made his time on stage count. The country superstar played the final show of his life in ...

Jackson Dean stopped by Taste of Country Nights to share some special Toby Keith memories that nearly brought us to tears. Host Evan Paul asked Dean what it was like opening shows for Keith before he ...

"Should've Have Been a Cowboy" was first recorded in 1992 and released as a single the following year. It was a solo write ...