In this song, Brad Paisley is imagining he is writing a letter to his 17-year-old self. He reflects on people and moments that have shaped him, and tells his teenage self what he has learned over the years.
One of the lyrics refers to Linda Brinkman, who was Paisley's public speaking teacher and was a great help in the Country star overcoming performance anxiety. He recalls in an interview with the North County Times June 27, 2007: "There's a line in the song that says, "And you should really thank Mrs. Brinkman." She was - and still is - the speech teacher at John Marshall High School. She told me, 'You have to take this class. When you get up with a guitar you're fine. But you need to know how to talk in any situation to a group of people if you really want to do this for a living.' It was a pivotal time in my life."
In the same interview Paisley discloses how his baby son influenced the writing of this song: "As I wrote it I saw a second chance emerging in the song, and the second chance is epitomized in the fact that I have a son now. When I wrote it, I didn't know if we were going to have a boy or a girl. Maybe deep down I knew all along."
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