| 100% | DIDO | 4 | Single-named British singer with the 2000 hit "Thank You" |
| 70% | DIDO | 4 | Single-named singer of the 2000 hit "Thank You" |
| 63% | ENRIQUEIGLESIAS | 15 | Singer with the 2000 #1 hit "Be With You" |
| 59% | LEEANN | 6 | Singer Womack with the 2000 hit "I Hope You Dance" |
| 59% | DIDO | 4 | One-named singer with the 2001 hit "Thank You" |
| 58% | ENYA | 4 | One-named singer with the 2000 hit "Only Time" |
| 57% | MANDYMOORE | 10 | Singer of the hit 2000 single "I Wanna Be With You", who also voiced the role of Rapunzel in the animated film "Tangled": 2 wds. |
| 56% | DESREE | 6 | Singer with the 1994 hit single "You Gotta Be" |
| 56% | DIDO | 4 | Singer with the hits "White Flag" and "Thank You" |
| 56% | DIDO | 4 | Singer with the hits “Thank You” and “White Flag” |
| 56% | DIDO | 4 | English singer with the hit "Thank You" |
| 55% | ENYA | 4 | Celtic singer with the 2000 hit "Only Time" |
| 55% | MYA | 3 | One-named singer with the 2000 hit "Case of the Ex (Whatcha Gonna Do)" |
| 55% | SISQO | 5 | R&B singer with the 2000 hit "Thong Song" |
| 53% | SZA | 3 | One-named singer with the hit single "Kill Bill" |
| 53% | RITAORA | 7 | British singer with the hits "R.I.P." and "Radioactive" |
| 53% | ASHANTI | 7 | Single-named singer with the 2002 hit "Foolish" |
| 53% | RITAORA | 7 | British singer with the hits "How We Do (Party)" and "Poison" |
| 52% | SEAN | 4 | Jay ___, British singer with the 2009 #1 hit "Down" |
| 52% | NSYNC | 5 | Group with the 2000 hit "This I Promise You" |
| 52% | RITAORA | 7 | British singer with the hits "How We Do (Party)" and "Your Song" |
| 52% | RITAORA | 7 | Singer with the 2018 hit “Let You Love Me” |
| 52% | ASHE | 4 | One-named singer with the hit 2019 single "Moral of the Story" |
| 51% | MYA | 3 | Single-named singer of the 2000 hit "Case of the Ex" |
| 51% | NEYO | 4 | Singer with the 2012 hit "Let Me Love You" |
| 51% | ADELE | 5 | Singer with the hits "Hello" and "Somebody Like You" |
| 51% | SZA | 3 | One-named singer with the 2023 hit single "Kill Bill" |
| 51% | RACHELPLATTEN | 13 | Singer with the 2015 hit "Stand by You": 2 wds. |
| 51% | GINUWINE | 8 | Singer with the 1996 hit "Pony" whose name sounds authentic |
| 50% | LOPOEZ | 6 | Singer with the 1999 #1 hit "If You Had My Love" |