| 100% | JANELLEMONAE | 12 | "Make Me Feel" singer who is a guest judge on Season 15 of "RuPaul's Drag Race" (2 wds.) |
| 85% | HAYLEYKIYOKO | 12 | "Girls Like Girls" singer who is a guest judge on Season 15 of "RuPaul's Drag Race" (2 wds.) |
| 84% | ARIANAGRANDE | 12 | "Thank U, Next" singer who is a guest judge on Season 15 of "RuPaul's Drag Race" (2 wds.) |
| 43% | STEVENTYLER | 11 | Aerosmith singer who was a judge on "American Idol": 2 wds. |
| 43% | ANNEMURRAY | 10 | "You Needed Me" singer who was made a Companion of the Order of Canada in 1984: 2 wds. |
| 42% | MILEYCYRUS | 10 | "Wrecking Ball" singer who's been a judge on "The Voice": 2 wds. |
| 42% | BLAKESHELTON | 12 | "Honey Bee" singer who's been a judge on "The Voice": 2 wds. |
| 41% | STERN | 5 | Radio star Howard who was a guest judge on "America's Got Talent" for four seasons |
| 40% | PATTILABELLE | 12 | "New Attitude" singer who was the Flower on season 2 of "The Masked Singer": 2 wds. |
| 40% | GLADYSKNIGHT | 12 | "Midnight Train to Georgia" singer who was the Bee on season 1 of "The Masked Singer": 2 wds. |
| 40% | ARIANAGRANDE | 12 | "7 Rings" singer who was both the host and musical guest on a 2016 "SNL" episode: 2 wds. |
| 40% | JONIMITCHELL | 12 | "Big Yellow Taxi" singer who was made a Companion of the Order of Canada in 2002: 2 wds. |
| 39% | NEYO | 4 | R&B singer who was a judge on NBC's "World of Dance" (Hyph.) |
| 39% | ALICIAKEYS | 10 | "Girl on Fire" singer who's been a judge on "The Voice": 2 wds. |
| 39% | BILLIEEILISH | 12 | "Bad Guy" singer who was both the host and musical guest on a 2021 "Saturday Night Live" episode: 2 wds. |
| 39% | CEELO | 5 | Green who is due to return as a judge on "The Voice" next season: 2 wds. |
| 39% | DAMIANMCGINTY | 13 | Irish singer who played Rory Flanagan on "Glee" and was a member of 32-Across: 2 wds. |
| 38% | CEELOGREEN | 10 | Singer who was a coach on four seasons of "The Voice" |
| 38% | JOHNLEGEND | 10 | "All of Me" singer who's back, along with Gwen Stefani, as a veteran coach on "The Voice": 2 wds. |
| 38% | SAMSMITH | 8 | "Stay With Me" singer who was a first-time Grammy nominee for Record of the Year (and won): 2 wds. |
| 38% | AOC | 3 | Rep. who has appeared as a guest judge on “RuPaul’s Drag Race” |
| 38% | JLO | 3 | Singer who's a "World of Dance" judge, for short: 2 wds. |
| 38% | JOHNLEGEND | 10 | "Ordinary People" Grammy winner who is a coach on season 25 of "The Voice" (2 wds.) |
| 37% | MANDYPATINKIN | 13 | Tony- and Emmy-winning actor who was a guest on the "On Broadway" episode of "Finding Your Roots" in 2021 (2 wds.) |
| 37% | AUDRAMCDONALD | 13 | Six-time Tony-winning actress who was a guest on the "On Broadway" episode of "Finding Your Roots" in 2021 (2 wds.) |
| 37% | DIONNEWARWICK | 13 | "Walk On By" singer who was the Mouse on season 3 of "The Masked Singer": 2 wds. |
| 37% | AMYWINEHOUSE | 12 | "Rehab" singer who was one of Tony Bennett's duet partners on his "Duets II" album: 2 wds. |
| 37% | BOBBYRYDELL | 11 | "Volare" singer who was honored with a star on the Hollywood Walk of Fame in 2020 (2 wds.) |
| 37% | JENNIFERLOPEZ | 13 | "Marry Me" actress who was a judge on "American Idol" (2 wds.) |
| 37% | RAYCHARLES | 10 | "Georgia on My Mind" singer who was a charter inductee into the Rock and Roll Hall of Fame: 2 wds. |