Since the CMA Awards' inception in 1967, when Eddy Arnold nabbed the first-ever Entertainer of the Year trophy, there have been many deserving country singers awarded the title.
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.
There was no traditional, bustling red carpet before the 2020 CMA Awards ceremony on Wednesday night (Nov. 11), but the stars still managed to show off their fashions.