Fellow country star Wynonna Judd says Swift is too young to be Entertainer of the Year. By Jocelyn Vena Taylor Swift accepts the Entertainer of the Year award at the CMAs Photo: CMA/ ABC At the 2009 CMA Awards on Wednesday night, 19-year-old Taylor Swift became the youngest person ever to win Entertainer of the Year at the show. It was the latest accolade of many the singer has received this year, and she still can’t believe that it’s all happening.

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Taylor Swift ‘Never Imagined’ She Could Win Top CMA Award

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