Five Dollar Fun Fact Friday!

I almost forgot it's Five Dollar Friday Fun Fact already! Where the heck do the weeks go!?

To play Five Dollar Friday Fun Fact, I ask a random question and you answer it in the comment section. Most of the time you get one guess unless I announce later in the comment thread that you get more guesses. The first one with the right answer will win five bucks from me.

This is a simple and fun way to win $5 which will buy you half a movie ticket (GO SEE SOMETHING BORROWED IN THEATERS TODAY WHICH IS THE MOVIE ADAPTATION BY MY FAVORITE AUTHOR EMILY GIFFIN!). Five dollars will also buy you a five-dollar footlong from Subway, a full tank of gas with change to spare, a bag of chips and a pop, or a trenta iced coffee!

Anyway, this one should be kinda easy, well, easier than the last one, maybe, we'll see. Here's the question:

When I was in sixth grade my dad took me to see what I am pretty sure was my first concert. I also saw this same performer in college when I took my parents to see him again. Who is this performer? He is still performing today. Most of you would probably not be that excited to see him perform or think his music is fantabulous, but I "smile" every time I hear his songs!

PS--NONE of my family or close friends are allowed to guess this answer!!!

Good Luck!