| 100% | EARLE | 5 | Country singer Steve who collaborated with Shawn Colvin on a 2016 album |
| 44% | THOMASRHETT | 11 | Singer/songwriter who collaborated with 17-Across, 28-Across, Reba McEntire, and Keith Urban on the country hit "Be a Light" (2 wds.) |
| 41% | JIMMIEALLEN | 11 | "Best Shot" singer who collaborated with Brad Paisley on the 2021 country hit "Freedom Was a Highway": 2 wds. |
| 40% | BRANDYCLARK | 11 | Country singer with the 2016 album “Big Day in a Small Town” |
| 39% | EMMYLOUHARRIS | 13 | Country Music Hall of Fame singer who collaborated with 28-Across and 43-Across on the Grammy-winning 1987 album "Trio" (2 wds.) |
| 38% | EARLE | 5 | Country singer Steve who acted on "The Wire" |
| 36% | TANYATUCKER | 11 | "Delta Dawn" country singer who was honored with a star on the Hollywood Walk of Fame in 2020 (2 wds.) |
| 36% | SHEILAE | 7 | Singer/percussionist who collaborated with Prince on "Purple Rain" (2 wds.) |
| 35% | ONO | 3 | Yoko who collaborated with husband John Lennon on several albums |
| 35% | DOLLYPARTON | 11 | "Jolene" singer who collaborated with Brad Paisley on the 2005 country hit "When I Get Where I'm Going": 2 wds. |
| 35% | ROSEN | 5 | Nathan ___, physicist who collaborated with Einstein on a theory of wormholes |
| 35% | LOUISARMSTRONG | 14 | Jazz singer and trumpeter who collaborated with 34-Across on three albums, including "Porgy and Bess": 2 wds. |
| 34% | LYNN | 4 | Country singer Loretta who released the 2016 album "Full Circle" |
| 34% | TIM | 3 | Country singer McGraw with the 2020 album "Here on Earth" |
| 34% | SHELTON | 7 | Country singer Blake who is a judge on "The Voice" |
| 34% | SHELTON | 7 | Country singer Blake who's a coach on "The Voice" |
| 34% | BILLYPRESTON | 12 | Singer who sang with Nat King Cole on a TV show at 11 and released his first album at 16: 2 wds. |
| 34% | ONO | 3 | Yoko who collaborated with John Lennon on the "Double Fantasy" album |
| 34% | PAM | 3 | Country singer Tillis with the 2020 album "Looking for a Feeling" |
| 34% | ELI | 3 | Country singer Mike who's in a band with James Young |
| 34% | DOLLYPARTON | 11 | Country Music Hall of Fame singer who collaborated with 15-Across and 43-Across on "Trio" (2 wds.) |
| 34% | DOLLYPARTON | 11 | Country Music Hall of Fame singer who covers "Every Breath You Take" with Sting and "Open Arms" with Steve Perry on 48-Across (2 wds.) |
| 33% | TROY | 4 | Country singer Gentry who died in a helicopter crash on September 8 |
| 33% | DIDO | 4 | British singer who collaborated with Eminem on "Stan" |
| 33% | SZA | 3 | Singer who collaborated on "Luther" with Kendrick Lamar |
| 33% | EDSHEERAN | 9 | Singer who collaborated with Beyoncé on the 2017 #1 hit "Perfect Duet": 2 wds. |
| 33% | FAITHHILL | 9 | Country singer who stars with Tim McGraw and Sam Elliott on "1883" (2 wds.) |
| 32% | EMMYLOU | 7 | Country singer Harris whose "Trio" album is a collaboration with Dolly Parton and Linda Ronstadt |
| 32% | DIERKSBENTLEY | 13 | "Drunk on a Plane" country singer who is a licensed pilot (2 wds.) |
| 32% | KACEY | 5 | Singer Musgraves who won a 2013 Grammy for Best Country Album |