| 100% | AMYSCHUMER | 10 | Sketch comedy performer who wrote and stars in 41-Across: 2 wds. |
| 55% | BENSTILLER | 10 | Host of a 1990s sketch comedy show who starred in and wrote both "Zoolander" movies (2 wds.) |
| 49% | ANGELINAJOLIE | 13 | Actress who stars in, wrote, directed, and coproduced 16-Across: 2 wds. |
| 48% | RICKMORANIS | 11 | Former "SCTV" performer who starred in "Ghostbusters" and "Honey, I Shrunk the Kids": 2 wds. |
| 47% | NIA | 3 | Actress Vardalos who wrote and starred in "My Big Fat Greek Wedding 2" |
| 46% | VARDALOS | 8 | Nia —, actress who wrote and starred in 2002 comedy-drama film My Big Fat Greek Wedding |
| 45% | HAROLDRAMIS | 11 | Former "SCTV" performer who wrote, produced, and directed "Groundhog Day": 2 wds. |
| 44% | TARONEGERTON | 12 | "Kingsman: The Golden Circle" actor who stars in 41-Across: 2 wds. |
| 44% | LEONARDCOHEN | 12 | Canadian singer/songwriter who wrote and recorded 34-Across in 1984 (2 wds.) |
| 44% | MACAULAYCULKIN | 14 | Child actor who starred in 19-Across and 47-Across: 2 wds. |
| 43% | STALLONE | 8 | Actor who wrote and starred in "Rocky" |
| 43% | ISSARAE | 7 | Actress who created and starred in HBO's "Insecure" as Ms. Dee: 2 wds. |
| 42% | PHOEBE | 6 | Waller-Bridge who wrote and starred in "Fleabag" |
| 42% | SEGEL | 5 | Jason who wrote and starred in Forgetting Sarah Marshall |
| 41% | CURTISMAYFIELD | 14 | Group member who wrote and sang 48-Across: 2 wds. |
| 41% | SHIA | 4 | LaBeouf who wrote and starred in 2019's "Honey Boy" |
| 41% | RUDYARDKIPLING | 14 | English author who wrote the children's literature at 18- and 41-Across: 2 wds. |
| 41% | HILLARYCLINTON | 14 | Politician who wrote "What Happened," 19-Across, and 41-Across (2 wds.) |
| 41% | JODIEFOSTER | 11 | "Panic Room" actress who directed and starred in "Little Man Tate": 2 wds. |
| 41% | ANGELINAJOLIE | 13 | Actress who starred in 2005's "Mr. and Mrs. Smith": 2 wds. |
| 41% | KEVINHART | 9 | Comic who starred in "Ride Along" and "Lift": 2 wds. |
| 40% | QUEENLATIFAH | 12 | Rapper/actress starring in 17-Across and 39-Across who turned 50 this month (2 wds.) |
| 39% | BRADLEYCOOPER | 13 | "American Sniper" actor who directed and stars in the "A Star Is Born" remake: 2 wds. |
| 39% | ROBERTREDFORD | 13 | "All Is Lost" actor who directed and starred in "The Horse Whisperer": 2 wds. |
| 39% | DIANEKEATON | 11 | "Something's Gotta Give" actress who directed and starred in "Hanging Up": 2 wds. |
| 39% | KAZUOISHIGURO | 13 | British novelist who wrote 19-Across and 31-Across and was awarded the 2017 Nobel Prize in Literature (2 wds.) |
| 39% | IAINARMITAGE | 12 | Child actor who stars in 18-Across: 2 wds. |
| 39% | ANTONIATHOMAS | 13 | Actress who stars in 49-Across as Claire Browne and in "Lovesick" as Evie (2 wds.) |
| 38% | SETHMACFARLANE | 14 | Actor who starred in and made his directorial debut with 2012's "Ted": 2 wds. |
| 38% | SAOIRSERONAN | 12 | Irish-American actress who starred in "Lady Bird" and 17-Across: 2 wds. |