The Boot Staff

On Oct. 15, 1969, Cash took home a record-setting five CMA Awards, including the night's highest honor, Entertainer of the Year.

On Sept. 25, 1999, McGraw earned his 10th No. 1 hit with "Something Like That."

On Sept. 13, 2009, Swift's acceptance speech at the MTV Video Music Awards for "You Belong With Me" was infamously interrupted by Kanye West.

On Sept. 12, 2003, Cash passed away after suffering complications from diabetes.

On Aug. 21, 1979, Daniels earned a gold single for "The Devil Went Down to Georgia," from his 'Million Mile Reflections' album.

On June 26, 1989, the struggling young country singer signed his first recording contract.

On May 28, 1999, Paisley made his debut on the Grand Ole Opry.

Country music is filled with songs proclaiming love and devotion to the United States, but for many artists, their patriotism runs much deeper.

Whitley died at the age of 33 from alcohol poisoning.

Oh, what a night!