| 100% | BRUNOMARS | 9 | Pop singer featured on Mark Ronson's 2015 #1 song "Uptown Funk": 2 wds. |
| 57% | CHARLIXCX | 9 | Pop singer featured on Iggy Azalea's 2014 #1 song "Fancy": 2 wds. |
| 55% | NATERUESS | 9 | Indie pop singer featured on Pink's 2013 #1 song "Just Give Me a Reason": 2 wds. |
| 51% | UPTOWNFUNK | 10 | Mark Ronson song that was Billboard's top pop song of 2015: 2 wds. |
| 45% | CHARLIXCX | 9 | Singer featured on Icona Pop's 2012 hit "I Love It": 2 wds. |
| 43% | CHRISBROWN | 10 | "Forever" singer featured on three songs in Billboard's top 10 during a week in 2008: 2 wds. |
| 42% | ELVISPRESLEY | 12 | "Jailhouse Rock" singer featured on postage stamps in both 1993 and 2015: 2 wds. |
| 41% | ARIANAGRANDE | 12 | "7 Rings" pop singer who partnered with Justin Bieber on the 2020 #1 song "Stuck With U": 2 wds. |
| 40% | UPTOWNFUNK | 10 | Mark Ronson's song featuring Bruno Mars, that's fourth in the Billboard magazine's Top 10 songs of All-Time (1958-2018): 2 wds. |
| 40% | UPTOWNFUNK | 10 | Song by Mark Ronson and Bruno Mars with over 3.1 billion views on Youtube: 2 wds. |
| 39% | UPTOWNFUNK | 10 | Mark Ronson/Bruno Mars song that won the 2015 MTV VMA for Best Male Video: 2 wds. |
| 39% | KANYEWEST | 9 | Rapper featured on Katy Perry's 2011 #1 song "E.T.": 2 wds. |
| 37% | THEWEEKND | 9 | "Starboy" pop singer who had 18 songs on the Billboard Hot 100 during a week in 2016: 2 wds. |
| 37% | DUALIPA | 7 | Pop singer whose "Levitating" was Billboard's best-performing song of 2021: 2 wds. |
| 37% | JUSTINBIEBER | 12 | Pop star featured on a "Despacito" remix, propelling it to #1: 2 wds. |
| 36% | GLADYSKNIGHT | 12 | "Midnight Train to Georgia" singer featured on 1985's "That's What Friends Are For": 2 wds. |
| 36% | BRYSONTILLER | 12 | "Don't" singer featured on 18-Across: 2 wds. |
| 36% | MACMILLER | 9 | Rapper featured on Ariana Grande's 2013 top 10 song "The Way": 2 wds. |
| 35% | BRUNOMARS | 9 | "Grenade" singer who was the featured vocalist on "Uptown Funk": 2 wds. |
| 35% | IGGYAZALEA | 10 | Rapper featured on Ariana Grande's 2014 top 10 song "Problem": 2 wds. |
| 35% | STEVIEWONDER | 12 | "Superstition" singer featured on "That's What Friends Are For": 2 wds. |
| 34% | NICKIMINAJ | 10 | Rapper featured on Ariana Grande's 2016 top 10 song "Side to Side": 2 wds. |
| 34% | IGGYAZALEA | 10 | "Fancy" rapper featured on three songs in Billboard's top 10 during a week in 2014: 2 wds. |
| 34% | MAMMAMIA | 8 | Pop musical featuring ABBA songs: 2 wds. |
| 34% | UPTOWNFUNK | 10 | 2014 Mark Ronson song!: 2 wds. |
| 33% | MAKEITRAIN | 10 | Song on Pop Smoke's "Shoot for the Stars, Aim for the Moon" featuring Rowdy Rebel (3 wds.) |
| 33% | ALICIAKEYS | 10 | "No One" singer featured on the 2009 Jay Z hit "Empire State of Mind": 2 wds. |
| 33% | IGGYAZALEA | 10 | "Fancy" singer featured on "Problem" who in 2014 became the second ever to be simultaneously #1 and #2 with her first two hits: 2 wds. |
| 33% | UPTOWNFUNK | 10 | 2014 Mark Ronson song that sold 20 million digital copies: 2 wds. |
| 33% | BUDDYVALASTRO | 13 | Name of the head baker featured on 1-/5-Across: 2 wds. |