Toby Keith's fourth No. 1 hit kicked off a decade of prosperity for the country music superstar. The video was sweet vindication for anyone who was made fun of or dissed by the "in" crowd in high school. That's pretty much all of us. Keith gets revenge in this song and music video from early 2000.

The song recently made the list of Top 100 Country Songs of all time. While the vindication is sweet, 'How Do You Like Me Now?!' is also a great story of inspiration. It's about accomplishing a dream everyone made fun of you for chasing. Keith has always been an artist with a chip on his shoulder, and we're better for it.

More From Taste of Country