- - Singer who is the youngest ever individual artist to win the Grammy: 2 wds.
- - How Do I Live singer who won season four of The Masked Singer as The Sun (2 wds.)
- - Country singer who achieved stardom at 13
- - Singer with the 1997 3x platinum single "How Do I Live"
- - Singer whose "How Do I Live" spent 32 weeks in the Billboard Top 10 in 1997 and 1998: 2 wds.
- - First country singer to win the Best New Artist Grammy
- - "What I Cannot Change" singer
- - "Something's Gotta Give" singer who goes by her middle name, not first name (Margaret): 2 wds.
- - 'How Do I Live' singer
- - 'Can't Fight the Moonlight' singer
- - "Blue" singer
- - Youngest person to win a Grammy
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