Introduction
“How Do You Like Me Now?!” is a song by American country music artist Toby Keith, released on November 22, 1999, as the second single from his fifth studio album of the same name. The track was co-written by Keith and Chuck Cannon and quickly became one of Keith’s most iconic songs. It topped the Billboard Hot Country Songs chart for five weeks and also reached No. 31 on the Billboard Hot 100, marking Keith’s first crossover success on the pop charts.
The song’s lyrics tell the story of a man reflecting on his high school days when he was considered an underdog and often overlooked. As he achieves success later in life, he wonders how those who once doubted him perceive him now. Keith has mentioned that the song resonates with many who have faced skepticism and later proved their critics wrong, whether it’s about an old flame, a boss, or a teacher.
Despite initial reservations from his record label about releasing the song as a single, Keith’s persistence paid off. He personally reached out to radio stations, leading to the song’s eventual success. The accompanying music video, directed by Michael Salomon, further amplified the song’s message of triumph and vindication. In 2000, the song earned Keith two Academy of Country Music Awards: Album of the Year and Male Vocalist of the Year.
“How Do You Like Me Now?!” remains a staple in Toby Keith’s repertoire and continues to inspire listeners with its themes of resilience and proving one’s worth.