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- Black Sheep Hit: For a long time, "Why" was both his only love ballad and his only #1 hit.
- Inverted with "Don't You Wanna Stay", his first hit at AC.
- In addition, his highest charting hit on the Billboard Hot 100 to date is "Dirt Road Anthem," a country-rap song, very different from his other songs.
- Missing Episode: Narrowly averted with Relentless. There was a fire in the studio where the masters were held, but it stopped just shy of said masters. He was literally finishing the album in a smoky, ashen building.