Toby Keith’s Top 10 Chart-Topping Hits of All Time

When it comes to country music, few names resonate as strongly as Toby Keith. With his distinctive voice, captivating lyrics, and undeniable charisma, Toby Keith has become a legend in the world of country music.

Throughout his illustrious career, he has delivered hit after hit, earning him a dedicated fan base and numerous accolades.

In this article, we’ll take a closer look at Toby Keith’s top 10 chart-topping hits of all time, exploring the stories behind the songs and the impact they’ve had on the country music landscape.

1. “Should’ve Been a Cowboy” – The Anthem of the Wild West 

Released in 1993 as the debut single from his self-titled album, “Should’ve Been a Cowboy” catapulted Toby Keith to stardom.

With its infectious melody and nostalgic lyrics, the song quickly climbed the charts, earning Keith his first number one hit.

Inspired by his love for cowboy movies and the allure of the Wild West, the song remains a timeless classic and a fan favorite to this day.

2. “Courtesy of the Red, White and Blue (The Angry American)” – A Patriotic Tribute 

Following the tragic events of 9/11, Toby Keith penned “Courtesy of the Red, White and Blue,” a powerful tribute to the resilience of the American spirit.

Released in 2002, the song struck a chord with audiences across the nation, capturing the collective sense of pride and defiance in the face of adversity.

With its stirring lyrics and anthemic chorus, the song became an instant hit and solidified Keith’s reputation as a patriotic icon.

3. “Beer for My Horses” – A Rowdy Collaboration 

Teaming up with fellow country superstar Willie Nelson, Toby Keith delivered the infectious hit “Beer for My Horses” in 2003.

Combining Keith’s signature twang with Nelson’s laid-back charm, the song celebrates the simple pleasures of life – good friends, cold beer, and justice served.

Its catchy hook and catchy chorus made it a staple on country radio and a favorite among fans of all ages.

4. “How Do You Like Me Now?!” – Triumph Over Adversity 

In 1999, Toby Keith released “How Do You Like Me Now?!” – a defiant anthem of self-assurance and triumph over adversity.

Inspired by his own experiences in the music industry, the song chronicles Keith’s journey from struggling artist to bona fide superstar.

Its catchy melody and empowering message struck a chord with listeners, earning Keith his second number one hit and cementing his status as a force to be reckoned with.

5. “I Love This Bar” – A Salute to Small-Town America 

With “I Love This Bar,” Toby Keith pays homage to the heart and soul of small-town America – the local watering hole.

Released in 2003 as the lead single from his album “Shock’n Y’all,” the song celebrates the camaraderie, camaraderie, and community found in every corner bar across the country.

Its catchy chorus and down-home charm made it an instant hit, resonating with audiences far and wide.

6. “Red Solo Cup” – The Ultimate Party Anthem 

In 2011, Toby Keith unleashed “Red Solo Cup” – a raucous ode to the iconic party staple.

With its infectious beat and humorous lyrics, the song became an instant hit, dominating airwaves and dance floors alike.

Whether you’re tailgating at a football game or kicking back at a backyard BBQ, “Red Solo Cup” is the ultimate soundtrack to good times and great memories.

7. “As Good as I Once Was” – A Tribute to Resilience 

As we navigate the ups and downs of life, Toby Keith reminds us that age is just a number in “As Good as I Once Was.”

Released in 2005, the song celebrates resilience, tenacity, and the indomitable spirit of the human soul.

Its relatable lyrics and catchy melody struck a chord with audiences of all ages, making it a timeless favorite in Keith’s extensive catalog.

8. “American Soldier” – Honoring Those Who Serve 

With “American Soldier,” Toby Keith pays tribute to the brave men and women who serve in the armed forces.

Released in 2003, the song captures the sacrifice, courage, and patriotism of those who defend our freedom.

Its poignant lyrics and heartfelt melody resonate deeply with listeners, earning Keith widespread acclaim and a permanent place in the hearts of service members and their families.

9. “Whiskey Girl” – A Toast to Strong Women 

In “Whiskey Girl,” Toby Keith celebrates the fiery spirit and independence of the modern woman.

Released in 2003 as the second single from his album “Shock’n Y’all,” the song combines Keith’s trademark swagger with a healthy dose of Southern charm.

Its catchy chorus and infectious energy made it a hit on country radio and a favorite among fans of all ages.

10. “God Love Her” – A Tale of Redemption 

With “God Love Her,” Toby Keith spins a tale of love, loss, and redemption.

Released in 2008 as the second single from his album “That Don’t Make Me a Bad Guy,” the song tells the story of a wayward woman searching for salvation.

Its poignant lyrics and haunting melody struck a chord with audiences, earning Keith yet another hit on the country charts.


Toby Keith’s top 10 chart-topping hits have left an indelible mark on the country music landscape, captivating audiences with their infectious melodies, relatable lyrics, and timeless appeal.

From anthems of patriotism and resilience to odes to small-town America and rowdy party tunes, Keith’s music resonates deeply with listeners of all ages and backgrounds.

FAQs (Frequently Asked Questions)

1. What is Toby Keith’s real name?

Toby Keith’s real name is Toby Keith Covel.

2. How many albums has Toby Keith released?

As of 2024, Toby Keith has released a total of 20 studio albums, along with numerous compilation albums and singles.

3. Has Toby Keith won any awards for his music?

Yes, Toby Keith has won numerous awards throughout his career, including multiple Academy of Country Music Awards and Country Music Association Awards.

4. Does Toby Keith write his own songs?

Yes, Toby Keith is known for writing many of his own songs, drawing inspiration from his own life experiences and observations.

5. What is Toby Keith’s net worth?

As of 2024, Toby Keith’s net worth is estimated to be around $365 million, making him one of the wealthiest figures in the country music industry.

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