| 100% | JOHNLEGEND | 10 | Singer-songwriter whose "All of Me" reached the top of the charts in 2014 |
| 53% | EDSHEERAN | 9 | English singer whose album "÷" and song "Shape of You" both topped the charts in 2017: 2 wds. |
| 51% | LUKECOMBS | 9 | "Forever After All" country singer whose "The Kind of Love We Make" hit the Billboard Top 10 in 2022: 2 wds. |
| 48% | MEGHANTRAINOR | 13 | Singer whose debut single "All About That Bass" reached #1 on the Billboard Hot 100 in 2014: 2 wds. |
| 48% | DAVIDBOWIE | 10 | Rock singer whose posthumous album "Blackstar" topped the charts in 2016: 2 wds. |
| 48% | MEGHANTRAINOR | 13 | Singer whose "All About That Bass" spent 25 weeks in the Billboard Top 10 in 2014 and 2015: 2 wds. |
| 46% | RAYCHARLES | 10 | Soul singer whose posthumous album "Genius Loves Company" topped the charts in 2005: 2 wds. |
| 46% | MICHAEL | 7 | With 33-Across, pop singer whose posthumous album "This Is It" topped the charts in 2009 |
| 45% | SAMSMITH | 8 | Singer-songwriter of In the Lonely Hour in 2014 |
| 44% | BRETTELDREDGE | 13 | Country singer whose "Baby, It's Cold Outside" topped the Adult Contemporary chart in 2017: 2 wds. |
| 44% | ADELE | 5 | Singer whose second album, in 2011, topped the Billboard chart for a record 24 weeks |
| 44% | OTISREDDING | 11 | US singer-songwriter whose posthumous album The Dock of the Bay was released in 1968 |
| 44% | LEANNRIMES | 10 | Singer whose "How Do I Live" spent 32 weeks in the Billboard Top 10 in 1997 and 1998: 2 wds. |
| 44% | TAYLORSWIFT | 11 | Singer whose 2014 album "1989" had five songs top the Mainstream Top 40 chart: 2 wds. |
| 43% | SIA | 3 | Singer of the Top 10 2014 song "Chandelier" |
| 43% | JOHNLEGEND | 10 | "All of Me" singer who wrote a song in "SpongeBob SquarePants: The Broadway Musical": 2 wds. |
| 42% | JOHNFOGERTY | 11 | Singer/songwriter whose song 17-Across was honored by the Baseball Hall of Fame in 2010 (2 wds.) |
| 42% | JONBATISTE | 10 | Singer whose album "We Are" won the Album of the Year Grammy in 2022 |
| 42% | LIZZO | 5 | Singer whose "About Damn Time" won the Record of the Year Grammy in 2023 |
| 42% | BRUNOMARS | 9 | "24K Magic" singer whose 2014 Super Bowl halftime show was the fifth-most watched of all time: 2 wds. |
| 41% | HER | 3 | Singer whose song "I Can't Breathe" won the Grammy for Song of the Year in 2021 |
| 41% | SAMSMITH | 8 | Singer of the 2014 hit "Stay With Me": 2 wds. |
| 40% | IFIKNOWME | 9 | Album by 28-Across that reached #1 on the Top Country Albums chart in 2020 (4 wds.) |
| 40% | SIA | 3 | Singer whose "Breathe Me" was part of the "Six Feet Under" series finale |
| 40% | KIKIDEE | 7 | Singer of the 1974 hit "I've Got the Music in Me" |
| 40% | JUAN | 4 | ___ Carlos I, former king of Spain who abdicated the throne in 2014 |
| 39% | ELTONJOHN | 9 | Singer and songwriter of Candle in the Wind |
| 39% | KANYEWEST | 9 | Rapper whose album "Graduation" and song "Stronger" both topped the charts in 2007: 2 wds. |
| 39% | KENDRICKLAMAR | 13 | Rapper whose album "Damn" and song "Humble" both topped the charts in 2017: 2 wds. |
| 39% | NORTHPOLE | 9 | Top of the charts? |