Toby Keith has been one of the biggest stars in country music for over two decades. With his gritty voice, rebellious lyrics, and American patriotic anthems, Keith became a leading figure in the Outlaw Country movement of the 1990s and helped bring country music back to mainstream popularity.
Beyond just a successful musician, Keith has become an icon of modern American culture, entertaining millions with his chart-topping albums and high-energy live shows. As he continues touring and releasing new music into his 60s, we explore the life and career of this unapologetic country rebel.
Early Musical Influences and Struggles
Keith was born in 1961 in Clinton, Oklahoma, and grew up infatuated with country legends like Merle Haggard and Willie Nelson. After briefly pursuing football in college, Keith moved to Nashville in the 1980s to make it as a country artist. However, success did not come easy at first.
He struggled for years playing gigs in bars and clubs, while working tough day jobs to make ends meet. The rejection and struggles only fueled his outlaw spirit though. Keith began writing his songs reflecting on small-town American life and channeling his independent attitude.
Big Breakthrough with “Should’ve Been a Cowboy
Keith self-released a few independent albums in the early ’90s, but it was his breakthrough 1993 single “Should’ve Been a Cowboy” that first brought him mainstream success. The song shot up to No. 1 on the Billboard Hot Country Songs chart. Its witty wordplay and Western swagger struck a chord with country fans.
More hit songs followed cementing Keith as one of the genre’s biggest new stars. He quickly earned praise for bringing a bold, maverick energy back to country music. Garth Brooks and Shania Twain may have made country more pop accessible in the 90s, but Keith made sure it stayed true to its rough-and-tumble roots as well.
Patriotic Anthems After 9/11
On September 11, 2001, the US suffered the worst terrorist attack on its land in history. In the aftermath, Keith’s rampant patriotism connected with many Americans looking for inspiration. He released the powerful revenge ballad “Courtesy of the Red, White, and Blue (The Angry American)” just months after the attacks. It became his first No. 1 on the all-genre Hot 100 chart.
The emotional song set the tone for a string of patriotic country hits over the next decade as Keith unabashedly waved the flag. Songs like “American Soldier” paid tribute to US troops, while “Made in America” celebrated blue-collar American workers. As the War on Terror escalated, Keith became one of the leading musical voices rallying national pride and support for US policies.
Success Beyond Music
In addition to smash albums like Shock’n Y’all and Honkytonk University, Keith has branched his fame out to movies, restaurants, and alcohol brands over the years. He has appeared in several films alongside celebrities like Matthew McConaughey. He also opened the popular “I Love This Bar and Grill” restaurant chain along with his own Wild Shot mezcal liquor brand.
Keith even got his own Show Dog record label off the ground in the 2000s to mentor new country talent. These savvy business moves combined with relentless touring and 16 No. 1 country singles cement Keith as an American icon who has influenced both music and culture for decades.
The Outlaw Carrying on in the 2020s
Now in his 60s, Keith shows no signs of slowing down. He continues touring tirelessly, churning out fiery new singles, and preaching his unique outlook on patriotism and the country music tradition he loves. Keith overcame early career struggles through persistence and bold musical risks. Decades later, the cowboy hat-wearing outlaw is still releasing raw country gold his way—no apologies given.