| 100% | CANIKICKIT | 10 | A Tribe Called Quest single whose title question is repeatedly answered in the affirmative |
| 36% | CANIKICKIT | 10 | A Tribe Called Quest song with the line “Mr. Dinkins, would you please be my mayor?” |
| 33% | JEOPARDY | 8 | TV quiz show in which the answer is a question |
| 32% | HOW | 3 | "___ Deep Is Your Love," question posed by the Bee Gees in a 1977 single |
| 31% | GMC | 3 | Automaker whose Hummer E.V. was called a “ghastly behemoth” in a review by The Verge |
| 31% | DRWHO | 5 | BBC classic whose title role will be played by a woman for the first time in 2017 |
| 31% | QTIP | 4 | A Tribe Called Quest member whose name's first letter stands for his home borough |
| 31% | ERICA | 5 | Character from the TV series "BoJack Horseman" whose name is called out but never makes a single appearance |
| 30% | EAGLE | 5 | Bird whose call is often dubbed over with the call of a red-tailed hawk, on TV and in movies |
| 30% | DONUT | 5 | Treat whose varieties appear at the starts of four long answers and are represented a dozen times in this puzzle |
| 30% | NONSTOP | 7 | 2018 Drake top 10 single whose title is a synonym for "uninterrupted" |
| 30% | ERR | 3 | Fail to answer in the form of a question on “Jeopardy!,” say |
| 30% | TINATURNER | 10 | American singer whose Maracana Stadium concert in 1988 is the third highest-attended ticketed concert for a single artist: 2 wds. |
| 30% | PAULMCCARTNEY | 13 | Former Beatle whose Maracana Stadium concert in 1990 is the second highest-attended ticketed concert for a single artist: 2 wds. |
| 30% | VASCOROSSI | 10 | Italian singer whose Enzo Ferrari Park concert in 2017 is the highest-attended ticketed concert for a single artist: 2 wds. |
| 29% | JAMESMICHENER | 13 | Author of the novels whose titles are the starts of nine answers in this puzzle |
| 29% | AMIBLUE | 7 | 1929 Ethel Waters hit whose title is a question |
| 29% | IBELIEVEICANFLY | 15 | R. Kelly hit whose last title word is aptly rhymed with "sky" in the lyrics ... and a hint to the starts of the other four longest puzzle answers |
| 29% | WHOSCRYINGNOW | 13 | 1981 Journey hit whose title is a question: 3 wds. |
| 29% | HOWYOULIKETHAT | 14 | 2020 Blackpink hit whose title is a question: 4 wds. |
| 29% | NOPE | 4 | 2022 Jordan Peele film whose title is a negative answer |
| 29% | PORTLAND | 8 | 2017 Drake hit whose title is a city in Oregon |
| 29% | PARIS | 5 | 2017 Chainsmokers hit whose title is a city in France |
| 28% | HAVANA | 6 | 2017 Camila Cabello hit whose title is a city in Cuba |
| 28% | MALIBU | 6 | 2017 Miley Cyrus hit whose title is a city in California |
| 28% | ISIS | 4 | Bob Dylan song whose title is the name of a goddess |
| 28% | NUDE | 4 | Second single from Radiohead's album in 18a, that had a different title originally and was supposed to be part of the album "OK Computer" |
| 28% | GOODASHELL | 10 | Lizzo song whose title lyric answers the question “Baby, how you feelin’?” |
| 28% | BAD | 3 | Michael Jackson hit whose title is heard 88 times in the song |
| 28% | QTIP | 4 | A Tribe Called Quest rapper: Hyph. |