| 100% | JUSTGOWITHIT | 12 | Adam Sandler rom-com featuring a cameo by tennis great Andy Roddick as a jilted bride's new beau (4 wds.) |
| 41% | HAPPYGILMORE | 12 | Adam Sandler sports comedy featuring a cameo by director Dennis Dugan as commissioner of the pro golf tour (2 wds.) |
| 39% | BILLYMADISON | 12 | Adam Sandler comedy featuring a cameo by actor Steve Buscemi as the title character's former classmate (2 wds.) |
| 26% | DADDYSHOME | 10 | Will Ferrell comedy featuring a cameo by NBA star Kobe Bryant (2 wds.) |
| 25% | PETESAMPRAS | 11 | Tennis great who won a record-breaking sixth men's championship at Wimbledon on July 4, 1999 (2 wds.) |
| 25% | TRUEBLOOD | 9 | HBO horror series that featured a cameo by Charlaine Harris, author of the source material: 2 wds. |
| 25% | GONNAMAKE | 9 | "___ It Through This Year," a song about New Year's by the Great Lake Swimmers: 2 wds. |
| 24% | HANDMAIDSTALE | 13 | With "The," Hulu drama that featured a cameo by Margaret Atwood, author of the source material: 2 wds. |
| 24% | THEREPORT | 9 | 2019 film featuring Adam Driver as a Senate 32-Across (2 wds.) |
| 24% | THEHANGOVER | 11 | Movie about three friends getting drunk and wasted in Las Vegas, featuring a cameo by the boxer Mike Tyson: 2 wds. |
| 24% | LASTCHRISTMAS | 13 | 2019 rom-com featuring Emma Thompson as an underemployed woman's mom: 2 wds. |
| 23% | THEHATEUGIVE | 12 | Best-selling novel by 40-Across that was adapted into a new movie: 4 wds. |
| 23% | CLERKSII | 8 | 2006 Kevin Smith film featuring Ben Affleck cameoing as a "gawking guy": 2 wds. |
| 23% | THEGOODPLACE | 12 | 2016-2020 NBC comedy featuring Adam Scott as a demon named Trevor: 3 wds. |
| 23% | MADABOUTYOU | 11 | Sitcom set in New York City that featured Carol Burnett in a recurring role as Jamie's mother (3 wds.) |
| 23% | THEXFACTOR | 10 | Music competition series created by Simon Cowell that featured 53-Across as a host in 2012 and 2013 (3 wds.) |
| 22% | JUSTGOWITHIT | 12 | 2011 romantic comedy film directed by Dennis Dugan starring Jennifer Aniston and Adam Sandler: 4 wds. |
| 22% | DANINREALLIFE | 13 | Steve Carrell/Juliette Binoche rom-com that features a meet-cute in a bookstore (4 wds.) |
| 22% | CHRISEVERT | 10 | 1970s-1980s tennis great who was painted by Andy Warhol in his "Athletes" series: 2 wds. |
| 22% | HAPPYGILMORE | 12 | 1996 comedy starring Adam Sandler as a hockey player who takes up professional golf: 2 wds. |
| 22% | JUSTGOWITHIT | 12 | 2011 romantic comedy film directed by Dennis Dugan which stars Nicole Kidman and Adam Sandler: 4 wds. |
| 22% | HAPPYGILMORE | 12 | Sports comedy film starring Adam Sandler as a former hockey player who turns to golf (2 wds.) |
| 22% | HAPPYGILMORE | 12 | 1996 film starring Adam Sandler as a former hockey player who starts playing professional golf (2 wds.) |
| 22% | THEMASTER | 9 | 2012 movie with Amy Adams as a cult leader's wife: 2 wds. |
| 22% | SARASHEPARD | 11 | "Pretty Little Liars" writer who had two cameos as a news reporter on the TV adaptation of her series (2 wds.) |
| 21% | CLOCKERS | 8 | Crime thriller directed by 49-Across featuring 49-Across in a cameo as a Con-Ed worker named Big Chucky |
| 21% | ITENDSWITHUS | 12 | 2016 novel by 33-Across featuring a love triangle with florist Lily, her boyfriend, and an old flame: 4 wds. |
| 21% | THELORDOFTHE | 12 | "___ Rings" epic fantasy trilogy written by J.R.R Tolkien which begins as a sequel to "The Hobbit": 4 wds |
| 21% | ABOUTLASTNIGHT | 14 | 1986 rom-com starring Rob Lowe as a twentysomething inexperienced at relationships: 3 wds. |
| 21% | ALLTHAT | 7 | "She's ___," 1999 rom-com set in a high school featuring Freddie Prinze Jr. and Rachael Cook: 2 wds. |