| 100% | SHEILAE | 7 | "The Glamorous Life" singer/percussionist (2 wds.) |
| 100% | SHEILAE | 7 | "The Glamorous Life" singer and former Prince percussionist: 2 wds. |
| 97% | SHEILAE | 7 | "The Glamorous Life" and "A Love Bizarre" singer and percussionist: 2 wds. |
| 68% | SHEILA | 6 | "The Glamorous Life" singer/percussionist ___ E. |
| 60% | SHEILAE | 7 | "The Glamorous Life" singer |
| 58% | KELLIEPICKLER | 13 | "Best Days of Your Life" singer who won Season 16 of "Dancing With the Stars" (2 wds.) |
| 55% | BILLIEHOLIDAY | 13 | "God Bless the Child" singer: 2 wds. |
| 52% | STEVIEWONDER | 12 | "Songs in the Key of Life" singer-songwriter who was born on May 13, 1950 (2 wds.) |
| 51% | TRASHCAN | 8 | Object that Oscar the Grouch lives in: 2 wds. |
| 51% | LEEGREENWOOD | 12 | "God Bless the USA" singer/songwriter: 2 wds. |
| 50% | DEBBYBOONE | 10 | "You Light Up My Life" singer who won the Best New Artist Grammy in 1978: 2 wds. |
| 50% | BOBDYLAN | 8 | "Blowin' in the Wind" singer/songwriter: 2 wds. |
| 50% | PATTILABELLE | 12 | "New Attitude" singer who wrote the cookbook "Recipes for the Good Life": 2 wds. |
| 50% | RONWOODROOF | 11 | The real life character played by Matthew McConaughey in the Oscar winning movie "Dallas Buyers Club": 2 wds. |
| 49% | KATYCATS | 8 | Fans of the "California Gurls" singer: 2 wds. |
| 48% | AYEAR | 5 | "Gilmore Girls: ___ in the Life": 2 wds. |
| 48% | JLO | 3 | "On the Floor" singer, to her fans: 2 wds. |
| 48% | ADAY | 4 | "___ in the Life" (Beatles song): 2 wds. |
| 47% | HUNTERHAYES | 11 | Singer with the #1 country single "Wanted": 2 wds. |
| 47% | GARTHBROOKS | 11 | Singer of the 2000 song "Wild Horses": 2 wds. |
| 47% | TAYLORSWIFT | 11 | Singer of the 2008 song "White Horse": 2 wds. |
| 47% | KATYPERRY | 9 | Singer of the 2013 song "Dark Horse": 2 wds. |
| 47% | JLO | 3 | "Jenny From the Block" singer, for short: 2 wds. |
| 47% | KELLYCLARKSON | 13 | Singer of the 2015 hit "Heartbeat Song": 2 wds. |
| 47% | RACHELPLATTEN | 13 | Singer of the 2015 hit "Fight Song": 2 wds. |
| 47% | SARABAREILLES | 13 | Singer of the 2007 hit "Love Song": 2 wds. |
| 47% | DAVIDCOOK | 9 | Singer of the 2008 song "Light On": 2 wds. |
| 47% | EDSHEERAN | 9 | Singer of the 2019 hit "Beautiful People": 2 wds. |
| 47% | LUKECOMBS | 9 | Singer of the 2018 hit "Beautiful Crazy": 2 wds. |
| 47% | WALKERHAYES | 11 | Singer of the 2021 country song "AA": 2 wds. |