| 100% | ENJOYYOURSELF | 13 | Song on Pop Smoke's "Shoot for the Stars, Aim for the Moon" featuring Karol G (2 wds.) |
| 86% | MOODSWINGS | 10 | Song on Pop Smoke's "Shoot for the Stars, Aim for the Moon" featuring Lil Tjay (2 wds.) |
| 82% | MAKEITRAIN | 10 | Song on Pop Smoke's "Shoot for the Stars, Aim for the Moon" featuring Rowdy Rebel (3 wds.) |
| 40% | GOESBIG | 7 | Shoots for the stars: 2 wds. |
| 39% | ELTONJOHN | 9 | Pop star who sang a duet with Lady Gaga on his hit "Your Song" at the 2010 Grammys: 2 wds. |
| 38% | CHARLIXCX | 9 | Pop singer featured on Iggy Azalea's 2014 #1 song "Fancy": 2 wds. |
| 38% | BRUNOMARS | 9 | Pop singer featured on Mark Ronson's 2015 #1 song "Uptown Funk": 2 wds. |
| 37% | GOBIG | 5 | Shoot for the stars (2 wds.) |
| 37% | CALVINHARRIS | 12 | Featured artist on Rihanna's "We Found Love," the #6 song of the 2010s: 2 wds. |
| 37% | AIM | 3 | "___ for the Moon" (2020 Pop Smoke song) |
| 37% | CARDIB | 6 | Featured artist on Maroon 5's "Girls Like You," the #5 song of the 2010s: 2 wds. |
| 36% | JUSTINBIEBER | 12 | Featured artist (along with Daddy Yankee) on Luis Fonsi's "Despacito," the #9 song of the 2010s: 2 wds. |
| 36% | NATERUESS | 9 | Indie pop singer featured on Pink's 2013 #1 song "Just Give Me a Reason": 2 wds. |
| 35% | CHERYLBURKE | 11 | "Dancing With the Stars" regular who's also taking over for Abby Lee Miller on "Dance Moms": 2 wds. |
| 35% | JUSTINBIEBER | 12 | Pop star featured on a "Despacito" remix, propelling it to #1: 2 wds. |
| 35% | IGGYAZALEA | 10 | Featured singer on the buttocks-themed song "Booty" with Jennifer Lopez: 2 wds. |
| 35% | GOBIG | 5 | "___ or go home..." ("Shoot for the stars!"): 2 wds. |
| 35% | MARIAHCAREY | 11 | Pop star who performed and cowrote the song at 19-/33-Across: 2 wds. |
| 35% | AMERICANWOMAN | 13 | Lenny Kravitz's cover song which featured on the soundtrack of the 1999 film "Austin Powers: The Spy Who Shagged Me": 2 wds. |
| 34% | JINGLEBELL | 10 | "___ Rock," Christmas song that was featured on the "Mean Girls" soundtrack: 2 wds. |
| 34% | MACMILLER | 9 | Rapper featured on Ariana Grande's 2013 top 10 song "The Way": 2 wds. |
| 34% | BENSTILLER | 10 | Male "Zoolander" star featured on the cover of Vogue in February 2016: 2 wds. |
| 34% | FORMANKIND | 10 | Famous words from 30a after stepping on the Moon's surface, "That's one small step for man, one giant leap ___.": 2 wds. |
| 34% | EVILCORP | 8 | Elliot's term for the villainous conglomerate on "Mr. Robot": 2 wds. |
| 34% | JENNIFERLOPEZ | 13 | Singer famous for her hit song "On the Floor" with Pitbull, who also starred as the lead role in the film "Maid in Manhattan": 2 wds. |
| 33% | GODIS | 5 | "___ a DJ," 2003 song by Pink that was featured on the "Mean Girls" soundtrack: 2 wds. |
| 33% | STRESSEDOUT | 11 | Song for which Twenty One Pilots won the Grammy for Best Pop Duo/Group Performance in 2017: 2 wds. |
| 33% | LETME | 5 | "___ Love You," 2016 song by DJ Snake and Justin Bieber that featured on the Billboard Hot 100: 2 wds. |
| 33% | KATHYGRIFFIN | 12 | "My Life on the D-List" star who won a Grammy for Best Comedy Album in 2014: 2 wds. |
| 33% | THEFOGOFWAR | 11 | Documentary film based on Robert S. McNamara that won the Oscar for Best Documentary Feature in 2003: 4 wds. |