Annie Zaleski

On April 23, 2009, Swift launched her first headlining tour.

On June 7, 2003, Chesney set a career milestone: He headlined his first stadium concert.

On June 5, 1993, Keith earned his first No. 1 song on the Hot Country Songs Billboard chart, "Should've Been a Cowboy."

Not every artist finds country success when coming in from a different genre ... but these men and women did!

On Jan. 30, 2000, Hill had the distinct honor of opening Super Bowl XXXIV at the Georgia Dome in Atlanta by singing the National Anthem.

It was a big year for country music at the Super Bowl.

For the two chart weeks dated Oct. 29 and Nov. 5, 1983, Rogers and Parton pulled off quite a feat.

We still listen to these regularly!

On Aug. 7, 1948, Williams made his first appearance on the influential radio program 'Louisiana Hayride'.

She was partnered with dance pro Derek Hough.

McGraw's self-titled debut album was released on April 20, 1993.

On April 20, 1993, Keith released his self-titled debut album.