The Entertainer of the Year award is the highest honor at country music awards shows, recognizing artists for excellence in their craft and mass appeal. Both the Academy of Country Music and the Country Music Association present this prestigious award annually. Winners are chosen based on various criteria, including success in music, live performances, and contributions to the industry. The eligibility period for these awards varies, with winners selected based on their achievements in the previous year. While solo male artists have historically dominated this category, a few duos, groups, and female artists have also received this esteemed recognition.
Source: https://tasteofcountry.com/women-whove-won-country-entertainer-of-the-year-awards/