| 100% | SANDLER | 7 | Adam, star of 50 First Dates and The Waterboy |
| 49% | BARRYMORE | 9 | She starred in 50 First Dates and Charlie's Angels |
| 45% | CAIN | 4 | First son of Adam and Eve in the Old Testament |
| 44% | GENESIS | 7 | Book of the Bible that first mentions Adam and Eve |
| 43% | CECILIA | 7 | ___ Payne-Gaposchkin, British astronomer and the woman who first explained the chemical composition of stars |
| 43% | SANDLER | 7 | Actor Adam of "50 First Dates" |
| 42% | MIXEDFRUIT | 10 | Sweet snack, and a description of the first words of the starred answers |
| 42% | OPENINGBELL | 11 | Exchange ringer, and a hint to the first words of the starred answers |
| 42% | DREW | 4 | ___ Barrymore and Adam Sandler, "50 First Dates" actors who have starred in multiple rom-coms together |
| 41% | XMARKSTHESPOT | 13 | Treasure-indicating phrase, and a hint to the first words of the starred answers |
| 41% | BUMPERCROP | 10 | Abundant farm yield ... and what the first words of the answers to starred clues comprise? |
| 41% | LIGHTHEADED | 11 | Feeling woozy ... and a hint to the first words of the answers to starred clues |
| 41% | ITSADATE | 8 | "I'm there!" ... and hint to the first part of the answers to starred clues |
| 41% | LABORDAY | 8 | September 2, 2019 ... and what the first words of the answers to starred clues commemorate |
| 41% | BINGO | 5 | Cry spelled out by the first syllables of 16-, 18-, 32-, 50- and 53-Across |
| 40% | SPELLBOOK | 9 | Wizard's reference, and what the first words of the answers to the starred clues do |
| 40% | STARTUPBUSINESS | 15 | Fledgling enterprise ... and what the first word of the answers to starred clues can literally do |
| 40% | ONTHELINE | 9 | In jeopardy ... and where the first words of the answers to starred clues can be found |
| 40% | FLATFINISH | 10 | Paint choice ... and what the first word of the answers to starred clues can literally be |
| 40% | JUMPSTART | 9 | Battery boost ... and what the first part of the answers to starred clues can literally be |
| 40% | MOSTEL | 6 | Star of the first ''Fiddler'' |
| 40% | AYKROYD | 7 | Star of the first ''Ghostbusters'' |
| 40% | LIZAMINNELLI | 12 | "Cabaret" star and singer who won one of the first Grammy Legend Awards, in 1990: 2 wds. |
| 40% | FOREIGNLANGUAGE | 15 | What's left when you remove the first and last letters of the answers to starred clues |
| 40% | BACKTRACK | 9 | Reverse a position, and a hint to what can follow the first words of the starred answers |
| 40% | RUNNINGMATE | 11 | Vice presidential hopeful, and what the first part of the answer to each starred clue can be |
| 40% | BLUEMONDAY | 10 | Most depressing date of the year, first declared in 2005 and contrived by many pseudo-scientific formulas |
| 40% | WRAY | 4 | Star of the first ''King Kong'' |
| 40% | DATES | 5 | "50 First ___," 2004 romantic comedy film starring Adam Sandler and Drew Barrymore |