| 100% | GARRYMARSHALL | 13 | Director of "Valentine's Day" and "New Year's Eve": 2 wds. |
| 62% | NIAVARDALOS | 11 | Director, writer, and star of the 2009 romantic comedy "I Hate Valentine's Day" (2 wds.) |
| 56% | IVANREITMAN | 11 | Director of "Father's Day": 2 wds. |
| 52% | PARTYHAT | 8 | Headwear worn at a New Year's Eve bash: 2 wds. |
| 52% | ALONG | 5 | "___ Way Down," 2005 novel by Nick Hornby which begins on New Year's eve: 2 wds. |
| 52% | REUNIONDINNER | 13 | Feast held on Chinese New Year's Eve (2 wds.) |
| 52% | BALLDROP | 8 | Times Square action on New Year's Eve (2 wds.) |
| 52% | BALLDROP | 8 | New Year's Eve celebration in Times Square commonly referred to as the ___: 2 wds. |
| 51% | NEILLBLOMKAMP | 13 | South African-Canadian director of 2013's "Elysium" and 2009's "District 9": 2 wds. |
| 51% | FOUR | 4 | (2/5) Part of a New Year's Eve countdown...or 2+2 result |
| 51% | ROSEBOWL | 8 | New Year's Day football game played in Pasadena: 2 wds. |
| 51% | GRETAGERWIG | 11 | Director of 2017's "Lady Bird" and 17-Across: 2 wds. |
| 50% | KEVINCOSTNER | 12 | Director and star of 1990's "Dances With Wolves": 2 wds. |
| 50% | METSALLY | 8 | "When Harry ___," 1989 rom-com film starring Meg Ryan where the protagonists reunite on New Year's Eve: 2 wds. |
| 50% | AMYWINEHOUSE | 12 | "Rehab" singer who won the Best New Artist and Record of the Year Grammys in 2008: 2 wds. |
| 50% | BILLIEEILISH | 12 | "Bad Guy" singer who received the Grammys for both Album of the Year and Best New Artist in 2020: 2 wds. |
| 49% | RULESOF | 7 | "___ Civility," 2011 novel by Amor Towles which begins on New Year's eve in 1937: 2 wds. |
| 49% | BILLCONDON | 10 | Director of the live-action version of Disney's "Beauty and the Beast": 2 wds. |
| 49% | LAURYNHILL | 10 | "Everything Is Everything" singer who received the Grammys for both Album of the Year and Best New Artist in 1999: 2 wds. |
| 49% | ROSEBOWL | 8 | College football game first played on New Year's Day in 1902: 2 wds. |
| 49% | MARTINSCORSESE | 14 | New Hollywood director who won an Oscar for "The Departed," and is the most-nominated director alive in terms of Oscars: 2 wds. |
| 49% | NORAHJONES | 10 | "Come Away With Me" singer who received the Grammys for both Album of the Year and Best New Artist in 2003: 2 wds. |
| 49% | ROSEBOWL | 8 | College football championship game played on New Year's Day (2 wds.) |
| 48% | SHERYLCROW | 10 | "All I Wanna Do" singer who won the Best New Artist and Record of the Year Grammys in 1995: 2 wds. |
| 48% | NORAHJONES | 10 | "Don't Know Why" singer who won the Best New Artist and Record of the Year Grammys in 2003: 2 wds. |
| 48% | SPIKELEE | 8 | Director of "Malcolm X" and "BlacKkKlansman": 2 wds. |
| 48% | HAROLDRAMIS | 11 | Director of "Groundhog Day": 2 wds. |
| 47% | TIMBURTON | 9 | Director of the 2005 film "Charlie and the Chocolate Factory": 2 wds. |
| 47% | DROP | 4 | With 5-Down and 2-Down, mess up at a critical moment ... or participate in a New Year's Eve tradition? |
| 47% | RAMIS | 5 | Harold —, director of films Groundhog Day, Year One and Caddyshack |