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.