Jackson has been a fan-favorite singer for quite some time. But he isn't afraid to risk his popularity and take a stand for what he believes in -- even if it means going against what "the man" says.
In 1971, the Academy of Country Music Awards honored Merle Haggard with the first-ever Entertainer of the Year award. Since then, the coveted trophy has been bestowed on some of country music's best and brightest.