| 100% | ROBINTHICKE | 11 | Singer whose 2013 #1 hit "Blurred Lines" was produced by Pharrell Williams: 2 wds. |
| 71% | GWENSTEFANI | 11 | Singer whose 2005 #1 hit "Hollaback Girl" was produced by Pharrell Williams as half of the Neptunes: 2 wds. |
| 45% | NELLY | 5 | Rapper whose 2002 #1 hit "Hot in Herre" was produced by Pharrell Williams as half of the Neptunes |
| 44% | MILEYCYRUS | 10 | Singer whose 2008 album "Breakout" hit #1 when she was 15: 2 wds. |
| 42% | DEMILOVATO | 10 | Singer whose 2009 album "Here We Go Again" hit #1 when she was 16: 2 wds. |
| 41% | ROBINTHICKE | 11 | "Blurred Lines" singer whose 2013 song "Give It 2 U" features 31-Across: 2 wds. |
| 39% | MARTYROBBINS | 12 | Singer whose "El Paso" was the first "Billboard" #1 hit of the 1960s (2 wds.) |
| 39% | RAPGOD | 6 | 2013 Eminem hit whose lyrics have a record-setting 1,560 words: 2 wds. |
| 39% | GERRYRAFFERTY | 13 | Yacht rock singer whose hits include "Baker Street" and "Right Down the Line": 2 wds. |
| 38% | BJTHOMAS | 8 | Singer whose "Raindrops Keep Fallin' on My Head" was the first "Billboard" #1 hit of the 1970s (2 wds.) |
| 38% | TRACYCHAPMAN | 12 | Singer whose song "Fast Car," from her self-titled debut album, was a #6 hit in 1988: 2 wds. |
| 38% | CYNDILAUPER | 11 | Singer/songwriter whose first #1 hit song was 15-Across (2 wds.) |
| 38% | THRIFTSHOP | 10 | 2013 #1 hit by 18-Across and Ryan Lewis: 2 wds. |
| 37% | LUKECOMBS | 9 | Country singer whose cover of 27-Across's "Fast Car" was a #2 hit in 2023: 2 wds. |
| 37% | JUSTINBIEBER | 12 | Singer whose 2015 album "Purpose" yielded three #1 hit singles, including "Sorry": 2 wds. |
| 37% | CELINEDION | 10 | Singer whose 1998 song "My Heart Will Go On" debuted at #1: 2 wds. |
| 37% | JANISJOPLIN | 11 | Singer whose 1971 song "Me and Bobby McGee" hit #1 posthumously: 2 wds. |
| 36% | BRITNEYSPEARS | 13 | Singer whose hit single "Oops!... I Did It Again" is featured in "& Juliet" (2 wds.) |
| 36% | ELLIEGOULDING | 13 | Singer whose hit single "Love Me Like You Do" is featured in "& Juliet" (2 wds.) |
| 36% | 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.) |
| 36% | PAULSIMON | 9 | Singer whose 1986 hit album 36-Across was named for 28-Across's home (2 wds.) |
| 36% | OTISREDDING | 11 | Singer whose 1968 song "(Sittin' On) The Dock of the Bay" hit #1 posthumously: 2 wds. |
| 36% | HAPPY | 5 | 2013 song by Pharrell Williams that is on the soundtrack of "Despicable Me 2" and was Billboard's number-one single in 2014 |
| 35% | LUISFONSI | 9 | Singer whose hit Despacito was remixed by Bieber |
| 35% | KELLYCLARKSON | 13 | Singer whose hit single "Since U Been Gone" is featured in the Broadway musical "& Juliet" (2 wds.) |
| 35% | SINEADOCONNOR | 13 | Singer whose "Nothing Compares 2 U" was a #1 song for four weeks in 1990 (2 wds.) |
| 35% | THEWEEKND | 9 | Canadian singer whose "Blinding Lights" was the #1 song on Spotify in 2020: 2 wds. |
| 35% | COLETTEPARIS | 12 | A French boutique that was endorsed by musician Pharrell Williams: 2 wds. |
| 35% | ALANJACKSON | 11 | Singer whose "Country Boy" hit #1 on the Billboard Hot Country Songs Chart in 2009: 2 wds. |
| 35% | HARRYSTYLES | 11 | "As It Was" singer whose 2022 album generated four simultaneous top 10 hits: 2 wds. |