| 100% | BRUNOMARS | 9 | Singer who did the vocals on "Uptown Funk": 2 wds. |
| 63% | BRUNOMARS | 9 | "Grenade" singer who was the featured vocalist on "Uptown Funk": 2 wds. |
| 51% | DAVIDBOWIE | 10 | Singer who featured the glam rocker character Ziggy Stardust on his 1972 concept album: 2 wds. |
| 51% | KATYPERRY | 9 | "Roar" singer who's #11 on the 2013 Maxim Hot 100 List: 2 wds. |
| 51% | ARIANAGRANDE | 12 | "7 Rings" singer who was half the duet on 27-/31-Across: 2 wds. |
| 51% | EDSHEERAN | 9 | Singer who collaborated with Beyoncé on the 2017 #1 hit "Perfect Duet": 2 wds. |
| 50% | JANELLEMONAE | 12 | Singer who featured the android character Cindi Mayweather on her 2010 "The ArchAndroid" concept album: 2 wds. |
| 50% | KELLYCLARKSON | 13 | "Stronger" singer who sang "It's Quiet Uptown" on "The Hamilton Mixtape": 2 wds. |
| 50% | PAULMCCARTNEY | 13 | 76-year-old singer who is still in a "Band on the Run": 2 wds. |
| 50% | TOBYKEITH | 9 | Singer who duetted with Willie Nelson on the 2003 #1 country hit "Beer for My Horses": 2 wds. |
| 50% | KACEYMUSGRAVES | 14 | "Follow Your Arrow" singer who finished seventh on the fifth season of "Nashville Star": 2 wds. |
| 50% | STEVIEWONDER | 12 | "Sir Duke" singer who debuted songs on the Hot 100 in five different decades: 2 wds. |
| 49% | SAMSMITH | 8 | Nonbinary singer who won an Oscar for the Bond theme "Writing's on the Wall": 2 wds. |
| 49% | JAMESBROWN | 10 | Rock singer who was the subject of the 2014 biopic "Get On Up": 2 wds. |
| 49% | DONHENLEY | 9 | Drummer who sang lead vocals on many hits for the Eagles: 2 wds. |
| 49% | JUSTINBIEBER | 12 | "Yummy" singer who was half the duet on 27-Across: 2 wds. |
| 49% | EMMYLOUHARRIS | 13 | "Blue Kentucky Girl" singer who's one of the three women on the 1987 album "Trio": 2 wds. |
| 49% | DOLLYPARTON | 11 | "9 to 5" singer who's one of the three women on the 1987 album "Trio": 2 wds. |
| 49% | ARIANAGRANDE | 12 | "7 Rings" singer who was both the host and musical guest on a 2016 "SNL" episode: 2 wds. |
| 49% | ARIANAGRANDE | 12 | "Yes, And?" singer who had two songs reach #1 on the Billboard Hot 100 in 2024: 2 wds. |
| 49% | DONNYOSMOND | 11 | Actor who was the Peacock on season 1 of "The Masked Singer": 2 wds. |
| 49% | TORISPELLING | 12 | Actress who was the Unicorn on season 1 of "The Masked Singer": 2 wds. |
| 49% | MARGARETCHO | 11 | Comedian who was the Poodle on season 1 of "The Masked Singer": 2 wds. |
| 48% | LINDARONSTADT | 13 | "You're No Good" singer who's one of the three women on the 1987 album "Trio": 2 wds. |
| 48% | ARIANAGRANDE | 12 | "7 Rings" pop singer who partnered with Justin Bieber on the 2020 #1 song "Stuck With U": 2 wds. |
| 48% | JIMMIEALLEN | 11 | "Best Shot" singer who collaborated with Brad Paisley on the 2021 country hit "Freedom Was a Highway": 2 wds. |
| 48% | BRUNOMARS | 9 | "Uptown Funk" singer who shares his name with the fourth planet from the sun (2 wds.) |
| 48% | PATTILABELLE | 12 | "New Attitude" singer who was the Flower on season 2 of "The Masked Singer": 2 wds. |
| 48% | DIONNEWARWICK | 13 | "Walk On By" singer who married the same man twice: 2 wds. |
| 48% | BILLIEEILISH | 12 | "Bad Guy" singer who was both the host and musical guest on a 2021 "Saturday Night Live" episode: 2 wds. |