| 100% | SANTA | 5 | Speaker of the cheer in question |
| 59% | HORATIO | 7 | Speaker of the line in 40-Down |
| 58% | MCCARTHY | 8 | Speaker of the House starting in January 2023 |
| 56% | TINYTIM | 7 | Speaker of the words in the circled squares, expressed literally |
| 56% | TINYTIM | 7 | Speaker of the words in the shaded squares, expressed literally |
| 56% | ELVES | 5 | Speakers of the language Sindarin in "The Lord of the Rings" |
| 56% | PLATO | 5 | Speaker of the quote found in this puzzle's circled letters |
| 54% | HAMLET | 6 | Speaker of the quote that's found in the middle of the starred answers |
| 53% | HISTORY | 7 | Subject of the yellow questions in Trivial Pursuit |
| 53% | TRIS | 4 | Speaker in the Hall of Fame |
| 53% | SERPENT | 7 | Speaker of the words "Ye shall be as gods, knowing good and evil," in Genesis |
| 52% | YES | 3 | One of the two possible answers in 20 Questions |
| 52% | TRIS | 4 | Speaker in the Baseball Hall of Fame |
| 52% | YODA | 4 | Speaker of the line “Powerful you have become, Dooku. The dark side I sense in you” |
| 52% | JULIUS | 6 | With 25-Across, speaker of the quote hidden in 20-, 37- and 53-Across |
| 52% | NEWTGINGRICH | 12 | Former Speaker of the House who was raised in a military family: 2 wds. |
| 51% | NANCYPELOSI | 11 | Speaker of the House honored with the 2019 John F. Kennedy Profile in Courage Award (2 wds.) |
| 51% | WONKA | 5 | Speaker of the line "You know, no other factory in the world mixes its chocolate by waterfall" |
| 51% | MACBETH | 7 | Speaker of the line "Tomorrow, and tomorrow, and tomorrow / Creeps in this petty pace from day to day" |
| 51% | YES | 3 | One of the answers in a 20 Questions game |
| 49% | ASK | 3 | To request information in the form of a question |
| 48% | GOWN | 4 | Subject of interest in the question "Who are you wearing?" |
| 48% | CHALLENGE | 9 | Question the legitimacy of a word, in Scrabble |
| 48% | MAEWEST | 7 | Speaker of the quip |
| 48% | JMBARRIE | 8 | Speaker of the quip |
| 48% | CASEYSTENGEL | 12 | Speaker of the quip |
| 48% | TRIS | 4 | Speaker of the Tribe |
| 48% | JOHNFKENNEDY | 12 | Speaker of the quote |
| 48% | IGORSTRAVINSKY | 14 | Speaker of the quote |
| 48% | CHICO | 5 | Speaker of the quote |