| 100% | CARPOOLKARAOKE | 14 | Recurring late-night sketch featuring 44-Across singing with famous people while driving (2 wds.) |
| 36% | VIEWERMAIL | 10 | Recurring "Late Night With David Letterman" segment involving submissions from fans: 2 wds. |
| 34% | SHAKEITUP | 9 | The Cars Top 10 hit whose video features 44-Across driving a convertible around L.A. at night (3 wds.) |
| 30% | SMALLTOWNNEWS | 13 | Recurring "Late Night With David Letterman" segment involving quirky journalism: 3 wds. |
| 30% | TOPTENLIST | 10 | Recurring "Late Night With David Letterman" segment involving a countdown: 3 wds. |
| 30% | ROADRAGE | 8 | Aggressive behavior while driving: 2 wds. |
| 30% | THEPRAYER | 9 | Golden Globe-winning duet that 30-Across sang with Celine Dion: 2 wds. |
| 28% | AMERICANIDOL | 12 | Reality competition show that featured 30-Across judging people's singing skills: 2 wds. |
| 28% | HAPPYPLACE | 10 | 2023 romance novel by 44-Across about a separated couple pretending to still be together while vacationing with friends (2 wds.) |
| 27% | JOECOOL | 7 | 44-Across alter ego with sunglasses (2 wds.) |
| 27% | 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.) |
| 27% | JIMMYFALLON | 11 | Late-night host who sings "All I Want for Christmas Is You" with Dolly Parton on "A Holly Dolly Christmas" (2 wds.) |
| 27% | AWINK | 5 | "He didn't sleep ___ last night" (at all): 2 wds. |
| 26% | ROADTRIP | 8 | Vacation with driving: 2 wds. |
| 26% | WILLOWSMITH | 11 | "Whip My Hair" singer with famous parents Will and Jada: 2 wds. |
| 25% | MINAKOAINO | 10 | 44-Across soldier with powers associated with love and beauty, light, and gold (2 wds.) |
| 25% | MAKOTOKINO | 10 | 44-Across soldier with superhuman strength and power associated with electricity and plants (2 wds.) |
| 25% | DAKOTAJOHNSON | 13 | "Fifty Shades of Grey" actress with famous parents Don and Melanie: 2 wds. |
| 25% | PAULRODGERS | 11 | Bad Company vocalist who sang with Queen from 2004 to 2009: 2 wds. |
| 25% | BALTIMOREBLUES | 14 | First novel by 44-Across to feature 19-Across (2 wds.) |
| 25% | BANGBANG | 8 | 2014 Nicki Minaj #3 hit sung with Jessie J and Ariana Grande: 2 wds. |
| 25% | RUTHERFORDHAYES | 15 | Famous person with "B" as a 38-Across |
| 25% | PRMEN | 5 | Guys who try to help famous people's reputations: 2 wds. |
| 24% | IDTAG | 5 | A badge with a person's details: 2 wds. |
| 24% | EAGLEEYE | 8 | Person with unusually acute vision: 2 wds. |
| 24% | ONLYCHILD | 9 | Person with no siblings: 2 wds. |
| 24% | SNL | 3 | Late night sketch comedy: Abbr. |
| 24% | OWL | 3 | Night ___ (person with late hours) |
| 24% | BRIGHTESTBLUE | 13 | 2020 album by 44-Across with the hit single "Worry About Me" (2 wds.) |
| 24% | SLEEPINGMURDER | 14 | Posthumously released novel by 44-Across subtitled "Miss Marple's Last Case" (2 wds.) |