| 100% | MARIAHCAREY | 11 | Singer whose song "We Belong Together" peaked at number one on the Billboard Hot 100 chart in 2005: 2 wds. |
| 76% | RICKYMARTIN | 11 | Singer whose song "Livin' La Vida Loca" peaked at number one on the Billboard Hot 100 chart in 1999: 2 wds. |
| 74% | BEYONCEKNOWLES | 14 | Singer whose song "Crazy In Love" featuring Jay Z peaked at number one on the Billboard Hot 100 chart in 2003: 2 wds. |
| 51% | NICKIMINAJ | 10 | Rapper whose song "Anaconda" peaked at #2 on the Billboard Hot 100 in August 2014: 2 wds. |
| 50% | OLDTOWNROAD | 11 | 2019 song by Lil Nas X which peaked at number one on the Billboard Hot 100 for nineteen consecutive weeks: 3 wds. |
| 46% | ALANJACKSON | 11 | Singer whose "Country Boy" hit #1 on the Billboard Hot Country Songs Chart in 2009: 2 wds. |
| 45% | ROCKANDROLL | 11 | "It's Still ___ To Me," 1980 hit by Billy Joel that peaked at number one on the U.S. Billboard Hot 100 from his album "Glass Houses": 3 wds. |
| 44% | LOW | 3 | "Dip It ___," 2004 song by Christina Milian that peaked at number five on the Billboard Hot 100 chart |
| 43% | KENNYCHESNEY | 12 | "The Good Stuff" singer whose songs have spent 72 weeks at #1 on Billboard's Hot Country chart: 2 wds. |
| 43% | HOTLINEBLING | 12 | 2015 Drake song that peaked at #2 on the Billboard Hot 100: 2 wds. |
| 42% | TRAPQUEEN | 9 | 2014 Fetty Wap song that peaked at #2 on the Billboard Hot 100: 2 wds. |
| 42% | WILDTHOUGHTS | 12 | 2017 DJ Khaled song that peaked at #2 on the Billboard Hot 100: 2 wds. |
| 42% | COLDWATER | 9 | 2016 Major Lazer song that peaked at #2 on the Billboard Hot 100: 2 wds. |
| 42% | TIKTOK | 6 | 2009 debut single by Kesha from her album "Animal" which peaked at number 1 on the Billboard Hot 100: 2 wds. |
| 42% | KELLYCLARKSON | 13 | Singer whose debut single "A Moment Like This" reached #1 on the Billboard Hot 100 in 2002: 2 wds. |
| 42% | MEGHANTRAINOR | 13 | Singer whose debut single "All About That Bass" reached #1 on the Billboard Hot 100 in 2014: 2 wds. |
| 42% | OLIVIARODRIGO | 13 | Singer whose debut single "Drivers License" reached #1 on the Billboard Hot 100 in 2021: 2 wds. |
| 41% | THEWEEKND | 9 | "Starboy" pop singer who had 18 songs on the Billboard Hot 100 during a week in 2016: 2 wds. |
| 41% | HER | 3 | "Tell ___ About It," 1983 hit by Billy Joel that peaked at number one on the U.S. Billboard Hot 100 from his album "An Innocent Man" |
| 40% | TOBYKEITH | 9 | "Red Solo Cup" singer whose songs have spent 53 weeks at #1 on Billboard's Hot Country chart: 2 wds. |
| 40% | FORD | 4 | Willa ___, singer whose highest-charting song "I Wanna Be Bad" peaked at #22 on the U.S. Billboard 100 |
| 40% | ANNAKENDRICK | 12 | Actress who had a song from "Pitch Perfect" chart on the Billboard Hot 100 in 2013: 2 wds. |
| 40% | MARIAHCAREY | 11 | "Honey" singer who's had three songs debut at #1 on the Billboard Hot 100: 2 wds. |
| 40% | ANNEHATHAWAY | 12 | Actress who had a song from "Les Misérables" chart on the Billboard Hot 100 in 2013: 2 wds. |
| 40% | ARIANAGRANDE | 12 | "Yes, And?" singer who had two songs reach #1 on the Billboard Hot 100 in 2024: 2 wds. |
| 39% | WHATSNEXT | 9 | Drake song that hit #1 on the Billboard Hot 100 in 2021: 2 wds. |
| 39% | LUKECOMBS | 9 | Singer whose 2023 hit "Fast Car" spent 8 weeks at #2 on the Billboard Hot 100 without hitting #1: 2 wds. |
| 39% | BRADLEYCOOPER | 13 | Actor who had a song from "A Star Is Born" chart on the Billboard Hot 100 in 2018: 2 wds. |
| 39% | BADGUY | 6 | 2019 song by Billie Eilish which reached number one in the Billboard Hot 100 replacing 27a: 2 wds. |
| 39% | LUCKY | 5 | "Get ___," 2013 song by Daft Punk that peaked at No. 2 on the Billboard Hot 100 chart |