5 of 25

2008

KENNY CHESNEY

Hometown: Nashville
Nominations: He's up for seven awards, including the prestigious entertainer of the year (which he won in 2007) and male vocalist of the year.
Don't Quit Your Day Job: "Deep down, I would love to play second base for the [Boston] Red Sox," the multiplatinum singer, 40 tells PEOPLE.

From:The CMA Nominees You Have to Know