| 100% | JANETJACKSON | 12 | Singer whose "Escapade" was a #1 song for three weeks in 1990 (2 wds.) |
| 81% | SINEADOCONNOR | 13 | Singer whose "Nothing Compares 2 U" was a #1 song for four weeks in 1990 (2 wds.) |
| 80% | ALANNAHMYLES | 12 | Singer whose "Black Velvet" was a #1 song for two weeks in 1990 (2 wds.) |
| 51% | TINATURNER | 10 | American singer whose Maracana Stadium concert in 1988 is the third highest-attended ticketed concert for a single artist: 2 wds. |
| 51% | VASCOROSSI | 10 | Italian singer whose Enzo Ferrari Park concert in 2017 is the highest-attended ticketed concert for a single artist: 2 wds. |
| 48% | JLO | 3 | Singer whose "This Is Me ... Now" album dropped in 2024, for short: 2 wds. |
| 48% | BRANDICARLILE | 13 | Singer whose 2021 hit song "Right on Time" is nominated for three Grammy Awards, including Record of the Year (2 wds.) |
| 47% | THEWEEKND | 9 | Canadian singer whose "Blinding Lights" was the #1 song on Spotify in 2020: 2 wds. |
| 46% | ANITABAKER | 10 | "Sweet Love" singer whose last name is a synonym for a pastry chef: 2 wds. |
| 46% | TRACYCHAPMAN | 12 | Singer whose song "Fast Car," from her self-titled debut album, was a #6 hit in 1988: 2 wds. |
| 46% | ASHANTI | 7 | Singer whose 2002 song "Foolish" was #1 for 10 weeks |
| 45% | JOEYFATONE | 10 | Former 'N Sync singer whose first name is also the term for a baby kangaroo: 2 wds. |
| 45% | ALJARREAU | 9 | Singer whose "Moonlighting" was the theme song for the TV show of the same name: 2 wds. |
| 45% | CELINEDION | 10 | Singer whose 1998 song "My Heart Will Go On" debuted at #1: 2 wds. |
| 45% | PAULMCCARTNEY | 13 | Former Beatle whose Maracana Stadium concert in 1990 is the second highest-attended ticketed concert for a single artist: 2 wds. |
| 44% | ANDREABOCELLI | 13 | Italian classical singer whose album "Cinema" was nominated for Best Traditional Pop Vocal Album in the 2017 Grammy Awards : 2 wds. |
| 44% | LILNASX | 7 | Singer whose 2021 hit song "Montero (Call Me by Your Name)" is nominated for three Grammy Awards, including Record of the Year (3 wds.) |
| 43% | BLUEBAYOU | 9 | Roy Orbison song that was a #3 hit for 32-Across in 1977: 2 wds. |
| 43% | TONESANDI | 9 | Australian singer whose "Dance Monkey" was the #2 song on Spotify in 2020: 3 wds. |
| 43% | STARLINCASTRO | 13 | Yankees second baseman, who is a three-time All-Star and holds a record for most runs batted in an MLB debut : 2 wds. |
| 42% | ALANJACKSON | 11 | Singer whose "Country Boy" hit #1 on the Billboard Hot Country Songs Chart in 2009: 2 wds. |
| 42% | OLIVIARODRIGO | 13 | Singer whose 2021 hit single "Drivers License" is nominated for three Grammy Awards, including Record of the Year (2 wds.) |
| 41% | DOJACAT | 7 | Singer whose 2021 hit single "Kiss Me More" is nominated for three Grammy Awards, including Record of the Year (2 wds.) |
| 41% | DOLLYPARTON | 11 | "Jolene" singer whose 2021 Scent from Above perfume sold out in the first week it was available (2 wds.) |
| 41% | NORAHJONES | 10 | Singer whose "Feels Like Home" album went platinum in one week: 2 wds. |
| 41% | LEANONME | 8 | Song that was a #1 hit for Bill Withers in 1972 and for Club Nouveau in 1987: 3 wds. |
| 41% | CHRISBROWN | 10 | "Forever" singer featured on three songs in Billboard's top 10 during a week in 2008: 2 wds. |
| 40% | TAYLORSWIFT | 11 | "Shake It Off" singer whose first name is a presidential last name: 2 wds. |
| 40% | LUKEBRYAN | 9 | "Play It Again" singer whose last name is a common first name: 2 wds. |
| 40% | TOBYKEITH | 9 | "Red Solo Cup" singer whose last name is a common first name: 2 wds. |