| 100% | MASSASOIT | 9 | Leader of 15-Across, who attended the Pilgrims' celebration |
| 48% | BURKE | 5 | Robert O'Hara —, leader of the first expedition across Australia from south to north who died in 1861 |
| 47% | BURKE | 5 | Robert O'Hara —, Irish soldier, leader of the first expedition across Australia from south to north, who died in 1861 |
| 44% | MOSES | 5 | Leader of the Israelites across the Red Sea |
| 44% | NEVE | 4 | ___ Campbell, "Scream" actress who attended the National Ballet School of Canada |
| 44% | ZOE | 3 | Perry who's the daughter of 15-Across |
| 43% | SIDNEYPOITIER | 13 | Star of 15- and 34-Across who won an Oscar for "Lilies of the Field": 2 wds. |
| 43% | BOBMARLEY | 9 | Singer whom 15-Across claims to be the reincarnation of: 2 wds. |
| 42% | DAVID | 5 | Letterman who was the first host of 15-Across |
| 42% | TRUMAN | 6 | With 33-Across, friend of 15-Across who was the basis for Dill in "To Kill a Mockingbird" |
| 42% | ANGELA | 6 | With 33-Across, German leader who was Time's 2015 Person of the Year |
| 42% | NATERUESS | 9 | Frontman of the band fun. who is featured on 15-/23-Across: 2 wds. |
| 42% | TECUMSEH | 8 | American leader of the Shawnee people who died in 1813 |
| 41% | PANDARUS | 8 | Leader of the Lycians in Greek mythology who shot Menelaus with an arrow |
| 41% | JONATHANGROFF | 13 | Actor who originated the role of 15-Across on Broadway (2 wds.) |
| 41% | LUTHER | 6 | Martin —, German leader of the Protestant Reformation who died in 1546 |
| 41% | ROBREINER | 9 | Director of 33-Across who will write a foreword for the book by 15-Across: 2 wds. |
| 41% | CHRIS | 5 | With 33-Across, "Guardians of the Galaxy" star who plays Owen Grady in 15-/49-Across |
| 41% | KESEY | 5 | Leader of the 35-Across |
| 41% | DIERKSBENTLEY | 13 | Singer of 15-Across and 29-Across who was awarded the 2018 Academy of Country Music's Merle Haggard Spirit Award (2 wds.) |
| 41% | LADYGAGA | 8 | Singer of 15-Across, 9-Down, and 22-Down who will appear in the 2018 remake of "A Star Is Born" (2 wds.) |
| 41% | NATTURNER | 9 | Historical figure who's the focus of 15-/25-Across: 2 wds. |
| 41% | PUTIN | 5 | Leader who was Time's 2007 Person of the Year |
| 41% | CAESAR | 6 | Leader who was warned to beware the Ides of March |
| 40% | PERICLES | 8 | Athenian leader who spearheaded construction of the Parthenon |
| 40% | LAMAS | 5 | Dalai ___ (Tibetan spiritual leaders, of whom Tenzin Gyatso is the fourteenth) |
| 40% | MAO | 3 | Leader who was the author of "On Protracted War" |
| 40% | CRAZY | 5 | With 44-Across, Oglala Lakota leader who helped win the Battle of the Little Bighorn against General Custer |
| 40% | DRAKE | 5 | Singer of 15-Across, 28-Across, and 38-Across who was honored with the Artist of the Decade Award at the 2021 "Billboard" Music Awards |
| 39% | MACKENZIE | 9 | Actor Astin of "Scandal" who is the son of 15-Across |