LIST: Toby Keithโs All-Time Greatest Songs
on Feb 06, 2024 โข Updated Feb 16, 2024

Country music icon, Toby Keith, passed away at the age of 62.
The country music community is mourning the death of beloved singer-songwriter Toby Keith. Early in the morning on February 6th Toby Keithโs family shared the news across social media that the country music icon passed away last night (Feb 5) after a years-long battle with stomach cancer.
Toby left an immeasurable mark on country music, releasing 19 studio albums, 2 Christmas albums, and 5 compilation albums, totaling worldwide sales of over 40 million albums. He had 61 singles land on the Billboard Hot Country Songs charts, including 20 number-one hits and 22 additional top 10 hits.
Over the last three decades, Toby Keith has shared music that resonates with listeners across all generations and walks of life.
Take a look back at Toby Keithโs greatest songs:
10. โMade In Americaโ
โMade In Americaโ is one of many patriotic anthems which Toby Keith became known for. The song celebrates the values of hard work, family, and American ingenuity. Released in 2011, โMade In Americaโ will be remembered as Tobyโs final No. 1 song on a major chart in his lifetime.
9. โI Wanna Talk About Meโ
The lively single โI Wanna Talk About Meโ was released by Toby Keith in 2001. The songโs witty lyrics and catchy melody made it a quick fan favorite. โI Wanna Talk About Meโ takes a playful stance on the communication challenges that often exist between men and women, yet still offers a meaningful reminder of the necessity of compromise in a relationship.
8. โWish I Didnโt Know Nowโ
Released in 1994 as a part of Toby Keithโs self-titled debut album, โWish I Didnโt Know Nowโ wrestles with the complexity of love and loss. The songโs haunting melody is change of pace compared to many of Tobyโs bold and high-energy songs. The poignant ballad showcases Tobyโs talent for storytelling which has been recognizable throughout his career.
7. โBeer For My Horsesโ
Tied as Toby Keithโs longest running No. 1 single, โBeer For My Horsesโ was released in 2002 as a duet with country music legend Willie Nelson. The song celebrates justice and community and encourages listeners to stand up for what is right. โBeer for My Horsesโ also made Willie Nelson the oldest artist to top the country charts at age 70.
6. โAmerican Soldierโ
Following the 2001 attacks on 9/11, โAmerican Soldierโ was written during a time of national reflection and gratitude. Released in 2003, the song is a heartfelt tribute to those who have served and continue to serve their country. Toby Keith once said of the song, โThis is my support for the American fighting men and women.โ
5. โAs Good As I Once Wasโ
โAs Good As I Once Wasโ was released in 2005 as a part of Keithโs album Honkytonk University. The song tells a story of resilience and nostalgia, reminding listeners that there is plenty of life left to live. โAs Good As I Once Wasโ is tied with โBeer For My Horsesโ for the title of Tobyโs longest running No. 1 hit, spending six weeks on top of the charts.
4. โHow Do You Like Me Now?!โ
Released in 1999 as the title track of Toby Keithโs album, โHow Do You Like Me Now?โ became an instant classic, resonating with anyone who has ever felt underestimated or overlooked. The song spent five weeks on the top of the Billboard Hot Country Songs chart and was also the first number-one single for the now defunct DreamWorks Nashville label.
3. โDonโt Let The Old Man Inโ
Originally written and released in 2018 for the movie The Mule, โDonโt Let The Old Man Inโ grabbed the attention of fans when Toby performed it at the Peopleโs Choice Country Awards. It was his first televised performance since his cancer diagnosis. The song was inspired by a casual conversation with Clint Eastwood, but became the inspirational soundtrack for Tobyโs return to the stage.
2. โCourtesy of The Red, White, and Blueโ
Nicknamed โThe Angry American,โ โCourtesy of The Red, White, and Blueโ hit speakers in the spring of 2002. Inspired by the loss of his father in early 2001 as well as the terrorist attacks on 9/11, Toby Keith wrote the patriotic anthem to capture the emotions that many Americans were feeling at the time. The song has remained a symbol of patriotism and pride in country.
1. โShouldโve Been A Cowboyโ
Toby Keithโs debut single โShouldโve Been A Cowboyโ was released in 1993 and immediately solidified his place in country music. The song became the most played country song of the 1990s and remains arguably Tobyโs most fan-favorited song to this day.
Toby Keith was the founder of the Toby Keith Foundation. The foundation helps support the OK Kids Korral, which serves as a home-away-from-home for families with children undergoing cancer treatments. If youโd like to make a donation in Tobyโs memory, you can visit the Toby Keith Foundationโs official website here.