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Alan Jackson, the fifth child (and the only boy) to Eugene Jackson and Ruth Musick, has four older sisters. Diane, Connie, and twins Cathy and Carol are all currently alive and well. No, Alan Jackson did not lose a sister. If your inquiry is based on his motivation for writing Sissy's Song, it's not about the death of one of his sisters. It was inspired by the death of a friend of the family named Leslie Fitzgerald. Everyone called her Sissy, and she was killed in a motorcycle accident, and the tragedy hit the family hard (as well as provided a springboard for the song).
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