Bryan White, 1996
Biggest Hit in 1996: "So Much for Pretending"
Other CMA Wins: none
Curse: While the win was a short-term blessing — he went on to release a gold-selling album and record a megahit duet with Shania Twain — White has since been pigeonholed as a Nineties country star. After a five-year, stress-induced break from music at the turn of the century, he has failed to chart a single with new music.