Toby Keith Scored His First No. 1 Song Twenty-Five Years Ago Today

Twenty-five years ago, the rebellious, refusing to conform to the times Toby Keith became a country music superstar. Keith’s 1993 self-titled debut album was introduced to the world by way of its lead single, “Should’ve Been a Cowboy,” and Keith hasn’t looked back since.

“Should’ve Been a Cowboy” wasn’t just the first of many singles for Keith, it was his first taste of success on the country music charts. The song climbed to the No. 1 spot on the U.S. Hot Country Songs chart on June 5, 1993, while also cracking on to the Billboard Hot 100 chart. Further, in the 1990s, it received more than three million radio spins, making it the most played song of the decade.

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Following Keith’s explosive first single, he released three more off his debut album, “He Ain’t Worth Missing“, “A Little Less Talk and a Lot More Action“, and “Wish I Didn’t Know Now“. Respectively, those songs peaked No. 5, No. 2, and No. 2 on the Hot Country Songs charts. The album, in its entirety, was certified platinum by the RIAA for over one-million copies sold, while “Should’ve Been a Cowboy” earned gold certification.

Over his now twenty-five year career, Keith has released nineteen studio albums, two holiday albums, and five compilation albums. Sixty-one singles off those records have charted on the Billboard Hot Country Songs chart; twenty of which were No. 1 hits and twenty-one of which were Top 10s. Throughout the years, he has sold over forty-million albums worldwide.

Today, Keith continues to bring his show on the road, headlining solo concerts and major festivals across the country.

Watch Toby Keith’s music video for No. 1 hit song “Should’ve Been a Cowboy” above!