Chesney recalled to Billboard magazine: "Here's what happened on 'Small Ya'll': George Jones cut that song a long time ago. I had his version in my truck for about three years and it never came out of my six-CD changer. I got into a little routine where I'd fly home after shows and fly back out the next day because I thought it was giving me more rest, until I realized it was only exhausting me more. But, I would land about 1:30-2 o'clock in the morning, depending on where I was playing, and I had about a 30-minute drive home. It would be the middle of summer and I'd roll down the windows to keep me awake and I'd crank up 'Small Ya'll' as loud as I could. No matter how tired I was or if I was in a bad mood or whatever, that song always brought me to center, mentally. It made me smile.
And as fun-sounding as that song is, it's got an incredible message to it. What Bobby wrote about makes you think, it really does. It's a very well-written, deep lyric. I love that song, and the fact George is on it with me. I really do believe that there's a generation out there now that doesn't realize the genius of George Jones. And I felt like I had the opportunity to educate them just a little bit. It's as country of a song as I've cut in a while, too. It felt good, to be honest with you. It felt natural."