Chesney told Billboard magazine why he was so keen to record this Ashley Gorley, Kelley Lovelace and Neil Thrasher written sentimental ballad. Said Chesney: "I haven't had one of these songs in a while. 'Where I Grew Up' is a song that you really look for, you hope you get three or four of them in a career. And I've been lucky to have three or four of them. This is me. I've been in every scenario in this song. I remember as a kid writing in one of my buddy's yearbook, 'I hope we never grow up.' And I try in lots of ways to make that philosophy come true, but then again you realize in some ways I already had. My grandfather died when I was a kid, and I grew up a little bit. I think this song teaches us that there are things in our lives that force us to grow up."
"Crank That (Soulja Boy)" was the most successful digital track of 2007 in the US with 2,909,000 downloads. On January 6, 2008 it became the first song ever to sell 3 million digital copies in the States.
"Sloop John B" is a traditional West Indian folk song, and it was a huge hit for The Beach Boys in 1966. They tweaked the lyric, "This is the worst trip since I've been born" to "...I've ever been on" as a wink to acid culture.