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7. Alison Krauss

Michael Buckner/Getty Images
Michael Buckner/Getty Images

Age: 19
Krauss entered the music industry at an early age and was winning local contests by the age of 10, so perhaps it shouldn’t come as a surprise that the bluegrass and country singer-songwriter was also very young when she earned her first Grammy. She won it in 1991, in the category of Best Bluegrass Recording for her album, I’ve Got That Feeling. At the time, she was the second youngest winner to ever take home the coveted award. But it would be far from her only time doing so: Krauss has won a whopping 27 Grammys over the course of her career, tying her with Quincy Jones as the most awarded living recipient.