Shoulda learned to rope and ride... Everybody knows one of Toby Keith's biggest hits, his debut single "Should've Been A ...

Toby Keith ruled the country music airwaves in the ’90s, starting with his 1993 debut single “Should’ve Been a Cowboy.” Throughout his three-decade career, the “Big Dog Daddy” sent 65 of 70 singles to ...

With the release of his chart-topping debut single “Should’ve Been a Cowboy” in 1993, Toby Keith kicked off one of the most impactful country music careers in recent history. Throughout his ...

The Oklahoma thoroughbred Render Judgment, owned in part by the late Toby Keith, is one of 20 horses expected to run at the 2025 Kentucky Derby today. Aside from performing, Keith, the country ...

Since Toby Keith‘s death in February 2024 at the age of 62, numerous country artists have paid tribute to the late Country Music Hall of Famer by incorporating cover versions of his hits into their ...