| 100% | BRETTELDREDGE | 13 | "Somethin' I'm Good At" singer who topped the Billboard Country Albums chart with his latest LP: 2 wds. |
| 41% | JUSTINBIEBER | 12 | Pop/R&B singer who's also topped the Country chart, thanks to "10,000 Hours" with Dan + Shay: 2 wds. |
| 38% | DOLLYPARTON | 11 | "Jolene" singer who collaborated with Brad Paisley on the 2005 country hit "When I Get Where I'm Going": 2 wds. |
| 37% | NORAHJONES | 10 | "Come Away With Me" singer who received the Grammys for both Album of the Year and Best New Artist in 2003: 2 wds. |
| 37% | LAINEYWILSON | 12 | "Bell Bottom Country" singer who won Best Country Album at the 2024 Grammy Awards (2 wds.) |
| 37% | ZAYN | 4 | British singer who topped the Billboard Hot 100 chart with the song "Pillowtalk" |
| 36% | BILLYPRESTON | 12 | Singer who sang with Nat King Cole on a TV show at 11 and released his first album at 16: 2 wds. |
| 36% | CHRISSTAPLETON | 14 | Country singer whose album "Traveller" topped the Billboard 200 in 2015: 2 wds. |
| 35% | THOMASRHETT | 11 | Country singer whose album "Life Changes" topped the Billboard 200 in 2017: 2 wds. |
| 35% | JIMMIEALLEN | 11 | "Best Shot" singer who collaborated with Brad Paisley on the 2021 country hit "Freedom Was a Highway": 2 wds. |
| 35% | SEAN | 4 | Jay ___, British singer who topped the Billboard Hot 100 chart with the song "Down" |
| 34% | BLUNT | 5 | James ___, English singer who topped the Billboard Hot 100 chart with the song "You're Beautiful" |
| 34% | TAIO | 4 | ___ Cruz, British singer who topped the Billboard Hot 100 chart with the song "Break Your Heart" |
| 34% | BILLYRAYCYRUS | 13 | Country singer who's also topped the Hot R&B/Hip-Hop chart, thanks to "Old Town Road" with Lil Nas X: 2 wds. |
| 34% | VICTORIAMONET | 13 | "Jaguar II" singer who won Best R&B album and Best New Artist at the 2024 Grammy Awards (2 wds.) |
| 34% | EDSHEERAN | 9 | "Shape of You" singer who won two awards, including Best Pop Vocal Album, at the 2018 Grammy Awards (2 wds.) |
| 33% | ELVISCOSTELLO | 13 | Singer who recorded the 2013 album "Wise Up Ghost" with the Roots: 2 wds. |
| 33% | MORGANWALLEN | 12 | Country singer who's also topped the Hot R&B/Hip-Hop chart, thanks to "Broadway Girls" with Lil Durk: 2 wds. |
| 33% | JELLYROLL | 9 | "Need a Favor" country singer who was nominated for Best New Artist at the 2024 Grammys: 2 wds. |
| 33% | JASONALDEAN | 11 | Country singer whose album "They Don't Know" topped the Billboard 200 in 2016: 2 wds. |
| 33% | GLENCAMPBELL | 12 | "Rhinestone Cowboy" singer who recently won the Best Country Song Grammy: 2 wds. |
| 33% | DAVIDBOWIE | 10 | Singer who featured the glam rocker character Ziggy Stardust on his 1972 concept album: 2 wds. |
| 33% | THEWEEKND | 9 | Singer who collaborated with Ariana Grande on their 2014 top 10 song "Love Me Harder": 2 wds. |
| 33% | LIONELRICHIE | 12 | Singer who won the Oscar in 1986 for Best Original Song, "Say You, Say Me": 2 wds. |
| 32% | TOBYKEITH | 9 | Singer who duetted with Willie Nelson on the 2003 #1 country hit "Beer for My Horses": 2 wds. |
| 32% | STEVIEWONDER | 12 | Singer who won the Oscar for Best Original Song, "Just Called to Say I Love You": 2 wds. |
| 32% | KELLYCLARKSON | 13 | "Stronger" singer who sang "My Country, 'Tis of Thee" at the 2013 presidential inauguration: 2 wds. |
| 32% | KACEYMUSGRAVES | 14 | 19-Across and 46-Across singer who won four 2019 Grammys, including Album of the Year and Best Country Album for "Golden Hour" (2 wds.) |
| 32% | TAYLORSWIFT | 11 | "Shake It Off" singer who's had seven songs debut at #1 on the Billboard Hot 100: 2 wds. |
| 32% | ARIANAGRANDE | 12 | "Thank U, Next" singer who's had seven songs debut at #1 on the Billboard Hot 100: 2 wds. |