| 100% | MORGANWALLEN | 12 | Country singer who's also topped the Hot R&B/Hip-Hop chart, thanks to "Broadway Girls" with Lil Durk: 2 wds. |
| 83% | 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. |
| 59% | JUSTINBIEBER | 12 | Pop/R&B singer who's also topped the Country chart, thanks to "10,000 Hours" with Dan + Shay: 2 wds. |
| 38% | BRETTELDREDGE | 13 | "Somethin' I'm Good At" singer who topped the Billboard Country Albums chart with his latest LP: 2 wds. |
| 35% | ONEDANCE | 8 | 2016 Drake song that was #1 on the Hot R&B/Hip-Hop charts for 18 weeks: 2 wds. |
| 34% | KANEBROWN | 9 | R&B and country singer with the 2022 country hit "Thank God": 2 wds. |
| 34% | KILLBILL | 8 | 2022 SZA song that was #1 on the Hot R&B/Hip-Hop charts for 21 weeks, a record: 2 wds. |
| 34% | ONEDANCE | 8 | 2016 Drake song that spent 18 weeks atop the Hot R&B/Hip-Hop Songs chart, tying the record: 2 wds. |
| 33% | MARIAHCAREY | 11 | "Fantasy" singer who recently became the first person to top the Billboard Hot 100 in four different decades: 2 wds. |
| 33% | TEXASHOLDEM | 11 | 2024 Beyoncé #1 song that also topped the Hot Country charts: 3 wds. |
| 32% | BRETTELDREDGE | 13 | Country singer whose "Baby, It's Cold Outside" topped the Adult Contemporary chart in 2017: 2 wds. |
| 32% | JASONDERULO | 11 | "Wiggle" R&B singer who's had top 10 hits in each of the last three decades: 2 wds. |
| 32% | GWENSTEFANI | 11 | Ska punk singer who had a crossover hit with her 2005 hip hop song "Hollaback Girl" (2 wds.) |
| 31% | PATSYCLINE | 10 | Country singer with the 1961 crossover hit "I Fall to Pieces": 2 wds. |
| 31% | VINCEGILL | 9 | Country singer who's married to singer Amy Grant: 2 wds. |
| 31% | FAITHHILL | 9 | Country singer who's married to singer Tim McGraw: 2 wds. |
| 31% | KEITHURBAN | 10 | Country singer who's married to actress Nicole Kidman: 2 wds. |
| 31% | CLINTBLACK | 10 | Country singer who's married to singer/actress Lisa Hartman: 2 wds. |
| 31% | INDUSTRYBABY | 12 | 2021 Lil Nas X and Jack Harlow song that was #1 on the Hot R&B/Hip-Hop charts for 18 weeks: 2 wds. |
| 31% | ZAYN | 4 | British singer who topped the Billboard Hot 100 chart with the song "Pillowtalk" |
| 30% | SEAN | 4 | Jay ___, British singer who topped the Billboard Hot 100 chart with the song "Down" |
| 30% | IGGYAZALEA | 10 | "Fancy" singer who is one of only two music acts to have their first two hit singles rank #1 and #2 simultaneously on the U.S. "Billboard" Hot 100 chart (2 wds.) |
| 30% | REGINABELLE | 11 | "Baby Come to Me" singer who collaborated with 44-Across on the R&B hits "Without You" and 34-Across (2 wds.) |
| 30% | TOBYKEITH | 9 | Singer who duetted with Willie Nelson on the 2003 #1 country hit "Beer for My Horses": 2 wds. |
| 30% | BLUNT | 5 | James ___, English singer who topped the Billboard Hot 100 chart with the song "You're Beautiful" |
| 30% | TAIO | 4 | ___ Cruz, British singer who topped the Billboard Hot 100 chart with the song "Break Your Heart" |
| 30% | DOLLYPARTON | 11 | Country singer who coauthored 2022's "Run, Rose, Run" with 31-Across: 2 wds. |
| 30% | MACYGRAY | 8 | September-born R&B singer with the Top 10 hit "I Try" (2 wds.) |
| 30% | CAMILACABELLO | 13 | "Havana" singer who simultaneously topped the Billboard 200, Hot 100, and Artist 100 in 2018: 2 wds. |
| 30% | DOLLYPARTON | 11 | "Jolene" singer who wrote the music and lyrics for the Broadway musical "9 to 5": 2 wds. |