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Introduction

Every artist has that one song that captures their spirit completely — and for Toby Keith, this was it. “How Do You Like Me Now?!” isn’t just a hit; it’s a declaration. It’s that moment we all secretly dream of — when the underdog finally gets to look back at the people who doubted him and say, “See? I made it.”

Released in 1999, the song became an anthem of pride, grit, and well-earned satisfaction. Toby wrote it during a tough stretch in his career, when he was struggling to get his music heard and record labels weren’t exactly cheering him on. That’s what gives the song its fire — it’s not arrogance, it’s triumph. He’s not showing off; he’s standing tall after years of being overlooked.

What makes “How Do You Like Me Now?!” so unforgettable is that it’s more than a comeback track — it’s personal. You can hear that mix of humor and honesty in his voice, like he’s letting us in on the joke of his own journey. Beneath the swagger, there’s a real message about believing in yourself when no one else will.

Toby Keith made country proud with this one. It’s bold, it’s catchy, and it still makes people smile every time it plays. Because deep down, we’ve all had that one moment — when success finally meets the silence of our doubters — and it feels damn good.

Video

Lyrics

Yeah, I was always the crazy one broke into the stadium
And I wrote your number on the 50-yard line
You were always the perfect one and a valedictorian
So under your number I wrote “Call for a good time”
I only wanted to get your attention
But you overlooked me somehow
Besides, you had too many boyfriends to mention
And I played my guitar too loud
How do you like me now?
How do you like me now?
Now that I’m on my way
Do you still think I’m crazy standing here today?
I couldn’t make you love me but I always dreamed about livin’ in your radio
How do you like me now?
When I took off to Tennessee
I heard that you made fun of me
Never imagined I’d make it this far
Then you married into the money girl
Ain’t it a cruel and funny world?
He took your dreams, and he tore them apart
He never comes home, and you’re always alone
And your kids hear you cry down the hall
Alarm clock starts ringin’ who could that be singin’
It’s me baby, with your wake-up call
How do you like me now?
How do you like me now?
Now that I’m on my way
Do you still think I’m crazy standing here today?
I couldn’t make you love me but I always dreamed about living in your radio
How do like me now? Yeah
How do you like me now?
Now that I’m on my way
Do you still think I’m crazy standing here today?
I couldn’t make you love me but I always dreamed about living in your radio
How do you like me now?
Tell me, baby
I will preach on

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MARTY STUART HAD ALREADY PLAYED WITH LESTER FLATT AND JOHNNY CASH — AND HIS OWN RECORD CAREER STILL FAILED. HE WALKED AWAY, WENT BACK TO SINGING IN LITTLE PENTECOSTAL CHURCHES, THEN RETURNED TO NASHVILLE AND FINALLY BECAME A STAR. By the mid-1980s, Stuart already had an extraordinary résumé. He had joined Lester Flatt’s band at thirteen, later played with Johnny Cash, and seemed perfectly positioned for a solo career. Then Columbia Records gave him that chance. His 1986 major-label album did not break through. The singles stalled, his marriage to Cindy Cash ended, and Stuart found himself with years of experience behind famous names but little momentum under his own. He stepped away from the chase. Instead of immediately looking for another label, Stuart returned to Jerry and Tammy Sullivan, gospel musicians he had known before Lester Flatt. On weekends he traveled through the South, singing in small Pentecostal churches and reconnecting with what he later called the “real stuff.” After some time away, Stuart looked again at Nashville. Traditional country was resurging through artists such as Randy Travis and Dwight Yoakam, and he believed there might finally be room for his own mix of bluegrass, honky-tonk and rockabilly. He signed with MCA. *Hillbilly Rock* arrived in 1989, and the title track became his first major Top 10 country hit. *Tempted* followed with “Little Things,” “Burn Me Down” and the title song. Then Travis Tritt helped push the comeback further. Their duet “The Whiskey Ain’t Workin’” reached No. 2 and won a Grammy. Stuart’s 1992 album *This One’s Gonna Hurt You* eventually became his first gold record. Stuart later remembered having to sit down when he heard the album had gone gold. He had spent years proving he could stand beside legends. The gold record was proof that an audience would finally show up when the name on the front was his own.

RCA RECORDED DAVID BALL — THEN LET HIM GO WITHOUT GIVING THE ALBUM A REAL SHOT. YEARS LATER, WARNER BROS. HEARD HIM SINGING BETWEEN THE POOL TABLES IN A LITTLE NASHVILLE BAR. THE RECORD HE MADE NEXT TURNED HIM INTO A PLATINUM COUNTRY STAR. David Ball had spent years figuring out what kind of country singer he wanted to be. After Uncle Walt’s Band and years playing around Texas, he moved toward Nashville in the late 1980s, carrying a love for the harder country of Webb Pierce and early George Jones. RCA became interested around 1988. Ball recorded enough material for an album and released several singles, but nothing broke through. He later felt he had listened to too many outside opinions and let the music drift away from what he actually sounded like. RCA eventually let him go. Ball came away with one clear lesson: if another chance came, he wanted to make the record his way. He returned to writing and club work. One of the songs he kept was “Thinkin’ Problem,” begun with Allen Shamblin and later developed with Stuart Ziff. Then came an evening at Nashville’s Idle Hour. Ball often went there after work to drink beer, shoot pool and sing with friends. Producer Blake Chancey eventually brought Warner Bros. executive Dave Grau into the little bar. Surrounded by pool tables and pinball machines, Ball sang the songs he wanted to make. Warner listened. This time, Ball kept the sound intact. With Chancey producing, he made what he called a “dance hall record” — fiddle, steel guitar, honky-tonk rhythm and traditional country. The first single was “Thinkin’ Problem.” Released in 1994, it reached No. 2 on Billboard’s country chart and No. 1 in Canada, while earning Ball a Grammy nomination. “When the Thought of You Catches Up with Me” followed into the Top 10, and the Thinkin’ Problem album became a multi-platinum success. Then came the strange final turn. After Ball broke through with Warner, RCA released recordings from his earlier failed chapter — material that had gone nowhere before he became successful somewhere else. By then, Ball had already learned the more important lesson. The breakthrough did not come when he finally learned how to fit Nashville. It came when Warner heard what David Ball sounded like when nobody was asking him to change.

BEING MEL TILLIS’ DAUGHTER COULD HAVE BEEN PAM TILLIS’ SHORTEST ROAD INTO COUNTRY MUSIC. INSTEAD, SHE SPENT YEARS RUNNING THE OTHER WAY — UNTIL FAILURE HELPED HER FIND A COUNTRY SOUND THAT DIDN’T BELONG TO HER FATHER. Pam Tillis grew up surrounded by country music. Her father, Mel Tillis, was already building a major Nashville career, and Pam was only eight when she joined him onstage at the Ryman Auditorium and sang “Tom Dooley” during her first Grand Ole Opry appearance. But the famous last name created its own problem. Pam wanted to know what she sounded like without simply becoming Mel Tillis’ daughter who sang country. She experimented with other styles, moved to California, worked in jazz-rock and eventually returned to Nashville as a songwriter. Her own recording career struggled. An early Elektra single and the pop-oriented Warner Bros. album Above and Beyond the Doll of Cutey in 1983 failed to establish her. Several later singles also missed the country Top 50. But while Nashville was not buying Pam Tillis as a star, it was buying her songs. Her material was recorded by artists including Chaka Khan, Gloria Gaynor, Conway Twitty, Juice Newton and Highway 101, whose version of “Someone Else’s Trouble Now” reached the country Top 10. Meanwhile, Tillis kept performing and testing material at places such as Nashville’s Bluebird Cafe. One song she carried with her was “Maybe It Was Memphis.” She had already recorded an earlier version during her Warner years, but it remained unreleased. Then Tim DuBois entered the picture. While building Arista Nashville, DuBois signed Tillis in 1989. After years of false starts, she made a simple decision: this time she would make an “honest country record.” The result was Put Yourself in My Place. “Don’t Tell Me What to Do” reached No. 5 in early 1991, finally giving Tillis the breakthrough her earlier experiments had not. “One of Those Things” followed into the Top 10. Then she returned to “Maybe It Was Memphis.” Arista released the new version in late 1991. Despite early hesitation over its pop-leaning sound, the song reached No. 3 and became one of Tillis’ defining recordings, earning a Grammy nomination. Put Yourself in My Place went gold. This time, she stayed with country. Homeward Looking Angel followed, then the platinum Sweetheart’s Dance. In 1994, Tillis won CMA Female Vocalist of the Year. In 2000, she became a Grand Ole Opry member—the same institution where she had first appeared beside her father as an eight-year-old. By then, the name Tillis no longer needed to be borrowed. Mel had built his catalog. Pam had built her own.

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MARTY STUART HAD ALREADY PLAYED WITH LESTER FLATT AND JOHNNY CASH — AND HIS OWN RECORD CAREER STILL FAILED. HE WALKED AWAY, WENT BACK TO SINGING IN LITTLE PENTECOSTAL CHURCHES, THEN RETURNED TO NASHVILLE AND FINALLY BECAME A STAR. By the mid-1980s, Stuart already had an extraordinary résumé. He had joined Lester Flatt’s band at thirteen, later played with Johnny Cash, and seemed perfectly positioned for a solo career. Then Columbia Records gave him that chance. His 1986 major-label album did not break through. The singles stalled, his marriage to Cindy Cash ended, and Stuart found himself with years of experience behind famous names but little momentum under his own. He stepped away from the chase. Instead of immediately looking for another label, Stuart returned to Jerry and Tammy Sullivan, gospel musicians he had known before Lester Flatt. On weekends he traveled through the South, singing in small Pentecostal churches and reconnecting with what he later called the “real stuff.” After some time away, Stuart looked again at Nashville. Traditional country was resurging through artists such as Randy Travis and Dwight Yoakam, and he believed there might finally be room for his own mix of bluegrass, honky-tonk and rockabilly. He signed with MCA. *Hillbilly Rock* arrived in 1989, and the title track became his first major Top 10 country hit. *Tempted* followed with “Little Things,” “Burn Me Down” and the title song. Then Travis Tritt helped push the comeback further. Their duet “The Whiskey Ain’t Workin’” reached No. 2 and won a Grammy. Stuart’s 1992 album *This One’s Gonna Hurt You* eventually became his first gold record. Stuart later remembered having to sit down when he heard the album had gone gold. He had spent years proving he could stand beside legends. The gold record was proof that an audience would finally show up when the name on the front was his own.

RCA RECORDED DAVID BALL — THEN LET HIM GO WITHOUT GIVING THE ALBUM A REAL SHOT. YEARS LATER, WARNER BROS. HEARD HIM SINGING BETWEEN THE POOL TABLES IN A LITTLE NASHVILLE BAR. THE RECORD HE MADE NEXT TURNED HIM INTO A PLATINUM COUNTRY STAR. David Ball had spent years figuring out what kind of country singer he wanted to be. After Uncle Walt’s Band and years playing around Texas, he moved toward Nashville in the late 1980s, carrying a love for the harder country of Webb Pierce and early George Jones. RCA became interested around 1988. Ball recorded enough material for an album and released several singles, but nothing broke through. He later felt he had listened to too many outside opinions and let the music drift away from what he actually sounded like. RCA eventually let him go. Ball came away with one clear lesson: if another chance came, he wanted to make the record his way. He returned to writing and club work. One of the songs he kept was “Thinkin’ Problem,” begun with Allen Shamblin and later developed with Stuart Ziff. Then came an evening at Nashville’s Idle Hour. Ball often went there after work to drink beer, shoot pool and sing with friends. Producer Blake Chancey eventually brought Warner Bros. executive Dave Grau into the little bar. Surrounded by pool tables and pinball machines, Ball sang the songs he wanted to make. Warner listened. This time, Ball kept the sound intact. With Chancey producing, he made what he called a “dance hall record” — fiddle, steel guitar, honky-tonk rhythm and traditional country. The first single was “Thinkin’ Problem.” Released in 1994, it reached No. 2 on Billboard’s country chart and No. 1 in Canada, while earning Ball a Grammy nomination. “When the Thought of You Catches Up with Me” followed into the Top 10, and the Thinkin’ Problem album became a multi-platinum success. Then came the strange final turn. After Ball broke through with Warner, RCA released recordings from his earlier failed chapter — material that had gone nowhere before he became successful somewhere else. By then, Ball had already learned the more important lesson. The breakthrough did not come when he finally learned how to fit Nashville. It came when Warner heard what David Ball sounded like when nobody was asking him to change.

BEING MEL TILLIS’ DAUGHTER COULD HAVE BEEN PAM TILLIS’ SHORTEST ROAD INTO COUNTRY MUSIC. INSTEAD, SHE SPENT YEARS RUNNING THE OTHER WAY — UNTIL FAILURE HELPED HER FIND A COUNTRY SOUND THAT DIDN’T BELONG TO HER FATHER. Pam Tillis grew up surrounded by country music. Her father, Mel Tillis, was already building a major Nashville career, and Pam was only eight when she joined him onstage at the Ryman Auditorium and sang “Tom Dooley” during her first Grand Ole Opry appearance. But the famous last name created its own problem. Pam wanted to know what she sounded like without simply becoming Mel Tillis’ daughter who sang country. She experimented with other styles, moved to California, worked in jazz-rock and eventually returned to Nashville as a songwriter. Her own recording career struggled. An early Elektra single and the pop-oriented Warner Bros. album Above and Beyond the Doll of Cutey in 1983 failed to establish her. Several later singles also missed the country Top 50. But while Nashville was not buying Pam Tillis as a star, it was buying her songs. Her material was recorded by artists including Chaka Khan, Gloria Gaynor, Conway Twitty, Juice Newton and Highway 101, whose version of “Someone Else’s Trouble Now” reached the country Top 10. Meanwhile, Tillis kept performing and testing material at places such as Nashville’s Bluebird Cafe. One song she carried with her was “Maybe It Was Memphis.” She had already recorded an earlier version during her Warner years, but it remained unreleased. Then Tim DuBois entered the picture. While building Arista Nashville, DuBois signed Tillis in 1989. After years of false starts, she made a simple decision: this time she would make an “honest country record.” The result was Put Yourself in My Place. “Don’t Tell Me What to Do” reached No. 5 in early 1991, finally giving Tillis the breakthrough her earlier experiments had not. “One of Those Things” followed into the Top 10. Then she returned to “Maybe It Was Memphis.” Arista released the new version in late 1991. Despite early hesitation over its pop-leaning sound, the song reached No. 3 and became one of Tillis’ defining recordings, earning a Grammy nomination. Put Yourself in My Place went gold. This time, she stayed with country. Homeward Looking Angel followed, then the platinum Sweetheart’s Dance. In 1994, Tillis won CMA Female Vocalist of the Year. In 2000, she became a Grand Ole Opry member—the same institution where she had first appeared beside her father as an eight-year-old. By then, the name Tillis no longer needed to be borrowed. Mel had built his catalog. Pam had built her own.

HIS SON WAS SIX DAYS OLD. MARTY RAYBON HAD JUST COME HOME FROM A FOUR-DAY DRINKING BINGE. HE STAGGERED DOWNSTAIRS TOWARD A CASE OF BEER HE’D HIDDEN FROM HIS WIFE — AND REALIZED HE MIGHT NOT MAKE IT BACK UP. In 1991, Shenandoah was at a career peak. “The Church on Cumberland Road,” “Sunday in the South,” “Two Dozen Roses” and “Next to You, Next to Me” had all reached No. 1, and the band was named ACM Vocal Group of the Year. But Marty Raybon’s life offstage was unraveling. His drinking had become severe. He later admitted missing a concert because of alcohol, and at home his children sometimes avoided bringing friends over because they never knew if he would be passed out on the couch. Then came the breaking point. Raybon’s wife had just returned home with their newborn son. The baby was six days old. Raybon had come back from a four-day binge and could barely remember how he got home. Withdrawal hit hard. His heart pounded, black spots filled his vision, and he had to steady himself against the wall as he made his way downstairs. He knew something was wrong. But he also knew there was beer in the basement. Raybon had hidden a case of beer from his wife and convinced himself one or two might calm his body down. He reached the basement, sat on a small milking stool and tore open the case. Then he started thinking about what would happen if he died — his wife upstairs, his children, and the six-day-old baby who might grow up without a father. Raybon did not drink the beer. He prayed. And according to Raybon, he never drank alcohol again. Sobriety did not make Shenandoah’s problems disappear. The band was simultaneously being crushed by lawsuits over its name, eventually spending more than $2 million and entering Chapter 11 bankruptcy. Raybon now had to face that chaos without alcohol. Shenandoah survived. “If Bubba Can Dance (I Can Too)” returned the band to No. 1 in 1994, and “Somewhere in the Vicinity of the Heart” with Alison Krauss later brought them a Grammy. Raybon eventually left the group, spent years away, and returned in 2014. But sobriety also changed what he did beyond music. He began speaking directly with people struggling with addiction. Raybon later recalled helping one man whose crisis had become so severe that he was holding a loaded gun and considering suicide. By then, the meaning of that unopened case of beer had traveled far beyond one basement. The baby upstairs grew up with his father. And years later, other families began calling that father when they feared someone they loved might not make it through the night.