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Toby Keith through the years
Source: FILE – In this April 7, 2014, file photo shows Toby Keith performs at ACM Presents an All-Star Salute to the Troops in Las Vegas. Singer and songwriter Keith will perform a tribute to the late legend Merle Haggard during the American Country Countdown Awards on May 1, 2016. (Photo by Chris Pizzello/Invision/AP, File)

Few country songs capture the feeling of sweet revenge quite like ‘How Do You Like Me Now?!’ by Toby Keith. Released in late 1999 as the title track from his album of the same name, the song became one of the biggest hits of Keith’s career and marked a major turning point in his journey to country superstardom.

The idea behind the song came from a familiar experience—being overlooked by someone in the past and later finding success. Written by Toby Keith and songwriter Chuck Cannon, the lyrics tell the story of a man who was ignored by a high school crush but later becomes successful and wonders if she notices him now. The catchy chorus and relatable theme struck a chord with listeners everywhere.

Ironically, the song’s own path to success mirrored its message. Keith originally recorded the album for Mercury Records, but the label decided not to release it. Shortly afterward, Mercury Nashville closed, leaving Keith without a label. Rather than giving up, he signed with, DreamWorks Records Nashville which released the album in 1999.

The gamble paid off in a huge way. ‘How Do You Like Me Now?!’ shot to No. 1 on the country charts and became one of the most-played country songs of 2000. The album went on to sell millions of copies and transformed Keith from a successful country artist into one of the genre’s biggest stars.

The song’s memorable music video added another layer to its story. Featuring a fictional former classmate watching Keith’s rise to fame, it reinforced the song’s theme of proving doubters wrong. The video became a favorite on country music television and helped expand the song’s popularity.

More than two decades later, ‘How Do You Like Me Now?!’ remains one of Toby Keith’s signature songs. Its mix of humor, confidence, and perseverance continues to resonate with audiences. For many fans, it’s not just a song about getting even—it’s an anthem about believing in yourself when others don’t and enjoying the success that comes from never giving up.