The Boot Staff

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

On Sept. 24, 1999, Lonestar scored their first platinum album.

On Sept. 24, 1989, Black earned his first gold record, for his freshman album, 'Killin' Time'.

On Aug. 27, 2003, Urban's 'Golden Road' album was certified platinum, for sales of one million copies.

On Aug. 19, 2003, Bentley's eponymous major-label freshman album was released on Capitol Records.

On Aug. 4, 1984, the Judds earned their first No. 1 hit with "Mama He's Crazy," from their freshman 'Wynonna & Naomi' EP.

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Which one is your favorite?

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

On June 11, 1949, Williams made his debut on the Grand Ole Opry.