| 100% | BESTDISCO | 9 | With 36-Across, Grammy category that was only awarded in 1980 (2 wds.) |
| 41% | PINOTNOIR | 9 | Red wine that was popularized in the Academy Award-winning film "Sideways": 2 wds. |
| 41% | BILLYDEE | 8 | With 36-Across, he played Harvey Dent in 1989's "Batman": 2 wds. |
| 39% | MAIDEN | 6 | "___ Voyage," 1965 jazz album by Herbie Hancock that was presented with the Grammy Hall of Fame Award in 1999 |
| 39% | LUKASGRAHAM | 11 | Danish pop and soul band with the hit single "7 Years", that was nominated for Record of the Year in the 2017 Grammy Awards : 2 wds. |
| 39% | RAPGOD | 6 | 37-Across song that was nominated for the 2015 Best Rap Performance Grammy Award (2 wds.) |
| 38% | LOVESONG | 8 | Top 10 single by 31-Across that was nominated for two Grammy Awards (2 wds.) |
| 38% | INDUSTRYBABY | 12 | 2021 #1 song by Lil Nas X and 36-Across that was nominated for a Best Melodic Rap Performance Grammy Award and won three MTV Video Music Awards (2 wds.) |
| 36% | BETTERNOW | 9 | Top 10 song by 42-Across that was nominated for a Best Pop Solo Performance Grammy Award (2 wds.) |
| 36% | IDO | 3 | Words that are sealed with a kiss: 2 wds. |
| 36% | CASUMARZU | 9 | Sardinian sheep milk cheese that is banned in US as it contains live maggots and can be consumed only while the maggots are still alive: 2 wds. |
| 36% | KANSASCITY | 10 | With 36-Across, team that won two Super Bowls 50 years apart (2 wds.) |
| 36% | YOURWOMAN | 9 | "Touch ___," 1972 Dolly Parton song that was nominated for a Grammy: 2 wds. |
| 36% | TIGHTENUP | 9 | 27-Across song that won a Grammy Award in 2011 (2 wds.) |
| 36% | LONELYBOY | 9 | 27-Across song that won two Grammy Awards in 2013 (2 wds.) |
| 36% | HEYYA | 5 | OutKast hit that was #1 for nine weeks in 2003-2004: 2 wds. |
| 36% | VOLUMEONE | 9 | "Chronicles: ___," Bob Dylan's memoir that was published in October 2004: 2 wds. |
| 35% | CONNIENIELSEN | 13 | Actor playing 36 across in the upcoming movie "Wonder Woman": 2 wds. |
| 35% | AGEOLD | 6 | "Every culture has ___ traditions that are followed across generations (ancient): 2 wds. |
| 34% | THESEVENAGES | 12 | Collection by 36-Across that was a finalist for the Pulitzer Prize for Poetry in 2002 (3 wds.) |
| 34% | EMBRACEABLEYOU | 14 | Song by 16-Across that was introduced by Ginger Rogers in the musical "Girl Crazy": 2 wds. |
| 34% | IWISH | 5 | "If only that were true ...": 2 wds. |
| 34% | IWISH | 5 | "If only that were true": 2 wds. |
| 34% | THEJEFFERSONS | 13 | Sherman Hemsley show that was spun off from "All in the Family": 2 wds. |
| 34% | OLDNAVY | 7 | Chain of clothing stores that was named after a bar in Paris, surprisingly: 2 wds. |
| 34% | FAKELOVE | 8 | 2018 BTS hit that was their first top 10 single in the US: 2 wds. |
| 34% | IMA | 3 | "___ Believer," song covered by Smash Mouth that was featured in the "Shrek" franchise: 2 wds. |
| 34% | POLECAR | 7 | The vehicle that is first out on the track in Indy racing, say: 2 wds. |
| 34% | ROMEOAND | 8 | With 36-Across, Shakespeare play about star-crossed lovers: 2 wds. |
| 33% | THEFIGHTER | 10 | 2017 hit song by 17-Across that was inspired by his relationship with 30-Across: 2 wds. |