The “Should’ve Been a Cowboy” singer-songwriter, who had stomach cancer, died peacefully Monday surrounded by his family, according to a statement posted on the country singer’s website. “He fought his fight with grace and courage,” the statement said. He announced his cancer diagnosis in 2022.
The 6-foot-4 singer broke out in the country boom years of the 1990s, writing songs that fans loved to hear. Over his career he publicly clashed with other celebrities and journalists and often pushed back against record executives who wanted to smooth his rough edges.
He was known for his overt patriotism on post 9/11 songs like “Courtesy of the Red, White and Blue,” and boisterous barroom tunes like “I Love This Bar” and “Red Solo Cup.” He had a powerful booming voice, a tongue-in-cheek sense of humor and range that carried love songs as well as drinking songs.
He released his first four studio albums—1993’s Toby Keith, 1994’s Boomtown, 1996’s Blue Moon and 1997’s Dream Walkin’, plus a Greatest Hits package—for various divisions of Mercury Records before leaving Mercury in 1998. These albums all earned Gold or higher certification, and produced several Top Ten singles, including his debut “Should’ve Been a Cowboy”, which topped the country charts and was the most-played country song of the 1990s. Signed to DreamWorks Records Nashville in 1998, Keith released his breakthrough single “How Do You Like Me Now?!” in late 1999. This song, the title track to his 1999 album of the same name, was the number one country song of 2000, and one of several chart-toppers during his tenure on DreamWorks Nashville. His next three albums, Pull My Chain, Unleashed, and Shock’n Y’all, produced three more number ones each, and all of the albums were certified 4× Platinum. A second Greatest Hits package followed in 2004, and after that, he released Honkytonk University. hen DreamWorks closed in 2005, Keith founded the label Show Dog Nashville, which merged with Universal South Records to become Show Dog-Universal Music in December 2009. He had released ten studio albums through Show Dog/Show Dog-Universal: 2006’s White Trash with Money, 2007’s Big Dog Daddy, 2008’s That Don’t Make Me a Bad Guy, 2009’s American Ride, 2010’s Bullets in the Gun, 2011’s Clancy’s Tavern, 2012’s Hope on the Rocks, 2013’s Drinks After Work, 2015’s 35 MPH Town, 2017’s The Bus Songs, and 2021’s Peso in My Pocket, as well as the compilation 35 Biggest Hits in 2008. Keith also made his acting debut in 2006, starring in the film Broken Bridges, and co-starred with comedian Rodney Carrington in the 2008 film Beer for My Horses, inspired by his song of the same name.
He charted 61 singles on the Billboard Hot Country Songs charts, including 20 number one hits and 22 additional top 10 hits. His longest-lasting number one hits are “Beer for My Horses” (a 2003 duet with Willie Nelson) and “As Good as I Once Was” (2005), at six weeks each. Keith performed on a series of television advertisements for Telecom USA for that company’s discount long-distance telephone service 10-10-220. He also starred in Ford commercials, singing original songs such as “Ford Truck Man” and “Look Again” while driving Ford trucks. In 2005, Keith opened Toby Keith’s I Love This Bar & Grill in Oklahoma City, Oklahoma, as well as Syracuse, New York, and Tulsa, Oklahoma, and later added more locations around the country. On March 24, 2001, Keith’s father, H.K. Covel, was killed in a car accident. That event and the September 11 attacks in 2001 prompted Keith to write the song “Courtesy of the Red, White, & Blue”, a song about his father’s patriotism and faith in the United States, originally intended only for live shows. According to Keith, following a performance for military leadership, Commandant of the Marine Corps James L. Jones told Keith it was his “duty as an American citizen” to record the song. As the lead single from the album Unleashed (2002), “Courtesy of the Red, White, & Blue” peaked at number one on the July 20, 2002, Billboard Hot Country Songs chart.
On March 24, 1984, Keith married Tricia Lucus. He was the father of three children. In June 2022, Keith announced that he had been diagnosed with stomach cancer at the end of the prior year, having undergone chemotherapy, radiation, and surgery for the past six months. Keith died in his sleep in Oklahoma on February 5, 2024, at age 62.