| 100% | ALLABOUT | 8 | With 44-Across, "treble"-shunning 2014 hit by 30-Across: 2 wds. |
| 59% | MYEVERYTHING | 12 | 2014 album by 18-Across with the hit singles "Problem" and "Break Free": 2 wds. |
| 57% | GOODSHIP | 8 | With 44-Across, boat in a song by 29-Across: 2 wds. |
| 56% | BESTOF | 6 | With 30-Across, 1975 #1 hit by the Eagles (2 wds.) |
| 56% | THEFIGHTER | 10 | 2017 hit song by 17-Across that was inspired by his relationship with 30-Across: 2 wds. |
| 55% | HALCYONDAYS | 11 | 2013 album by 44-Across with the hit single "Burn" (2 wds.) |
| 54% | BRIGHTESTBLUE | 13 | 2020 album by 44-Across with the hit single "Worry About Me" (2 wds.) |
| 54% | GOODBYELULLABY | 14 | 2011 album by 30-Across with the hit single "What the Hell" (2 wds.) |
| 51% | THEPERIPHERAL | 13 | 2014 techno-thriller by 44-Across that's being adapted by Amazon: 2 wds. |
| 51% | RATHERLIE | 9 | 2025 hit by 15-Across with Playboi Carti about dishonesty: 2 wds. |
| 51% | BLACKAND | 8 | With 44-Across, 2010 Wiz Khalifa hit that was his first #1 single: 2 wds. |
| 50% | COUNTRYMUSIC | 12 | 2010 hit album by 44-Across (and his primary genre): 2 wds. |
| 50% | BURNINUP | 8 | 30-Across hit song with a rap verse by the band's bodyguard Robert "Big Rob" Feggans (2 wds.) |
| 49% | LILIESOF | 8 | With 44-Across, film for which 30-Across won the Oscar for Best Actor: 2 wds. |
| 49% | MUSICBOX | 8 | 1993 album by 42-Across with the eight-week #1 hit "Dreamlover": 2 wds. |
| 49% | THELOVEILOST | 12 | 1973 hit single by 44-Across and 30-Across with the lyrics "Take a good look at me / I'm in misery, can't you see?" (4 wds.) |
| 49% | HEADABOVEWATER | 14 | 2019 album by 30-Across with the hit single of the same name (3 wds.) |
| 49% | GETURFREAKON | 12 | Hit song by 44-Across with many elements from Bhangra music (4 wds.) |
| 48% | IGGYAZALEA | 10 | Female rapper with the 2014 hit "Fancy": 2 wds. |
| 48% | CALVINHARRIS | 12 | Scottish singer with the 2014 hit "Summer": 2 wds. |
| 48% | SAMSMITH | 8 | Singer of the 2014 hit "Stay With Me": 2 wds. |
| 48% | WANNABE | 7 | 2024 hit by 16-Across with Megan Thee Stallion that inspired an Instagram twerking challenge: 2 wds. |
| 47% | WOMANAMEN | 9 | Hit song by 44-Across with the lyrics "Every night I should be on my knees / Lord knows how lucky I am" (2 wds.) |
| 47% | GLAMOROUSLIFE | 13 | With "The," 1984 Sheila E. hit written by Prince: 2 wds. |
| 47% | MAYBESOMEDAY | 12 | 2014 novel by 33-Across featuring a love triangle with college student Sydney, her boyfriend, and her neighbor: 2 wds. |
| 47% | BASKETCASE | 10 | Novel by 44-Across that highlights a song by the same name cowritten with Warren Zevon: 2 wds. |
| 47% | SAYSO | 5 | 2020 song by 14-Across that later hit #1 when remixed with Nicki Minaj: 2 wds. |
| 46% | ICRY | 4 | 2012 hit by 49-Across: 2 wds. |
| 46% | JESSEPINKMAN | 12 | Character played by Aaron Paul in "Breaking Bad", who was a crystal meth dealer and worked with the character played by 30-Across: 2 wds. |
| 46% | ADOREYOU | 8 | 2013 Miley Cyrus hit with a 2014 Cedric Gervais remix: 2 wds. |