| 100% | LINCOLNCHAFEE | 13 | Governor of Rhode Island who was once a Republican but is now a Democrat: 2 wds. |
| 42% | JOHNOLIVER | 10 | Host of "Last Week Tonight" who was once a correspondent on "The Daily Show": 2 wds. |
| 42% | STEPHENCOLBERT | 14 | Host of "The Late Show" who was once a correspondent on "The Daily Show": 2 wds. |
| 38% | JIMKELLY | 8 | Buffalo Bills quarterback who never won a Super Bowl but is in the Hall of Fame: 2 wds. |
| 38% | FRANTARKENTON | 13 | Minnesota Vikings quarterback who never won a Super Bowl but is in the Hall of Fame: 2 wds. |
| 37% | MICHELLEYEOH | 12 | Oscar-winning star of "Everything Everywhere All at Once" who was a 2024 Medal of Freedom recipient: 2 wds. |
| 37% | JENNIFERLOPEZ | 13 | "On the Floor" singer who was once a Fly Girl on "In Living Color": 2 wds. |
| 37% | TONYGWYNN | 9 | Padres outfielder (1982-2001) who was a first-ballot Hall of Famer but never won a season MVP award: 2 wds. |
| 37% | DEREKJETER | 10 | Yankees shortstop (1995-2014) who was a first-ballot Hall of Famer but never won a season MVP award: 2 wds. |
| 37% | DANFOUTS | 8 | San Diego Chargers quarterback who never won a Super Bowl but is in the Pro Football Hall of Fame: 2 wds. |
| 36% | NICHOLASBROWN | 13 | Man for whom a Rhode Island Ivy League school is named, who shares his first name with "Nosferatu" actor Hoult: 2 wds. |
| 36% | KANYEWEST | 9 | "The Life of Pablo" rapper who was into art and poetry before becoming a musician: 2 wds. |
| 36% | HAGIASOPHIA | 11 | A once-famous Basilica which is now a famous museum in Istanbul, Turkey: 2 wds |
| 36% | DAVIDORTIZ | 10 | Twins and Red Sox DH (1997-2016) who was a first-ballot Hall of Famer but never won a season MVP award: 2 wds. |
| 36% | MARLONBRANDO | 12 | Best Actor Oscar winner for "On the Waterfront" who was a Worst Supporting Actor Razzie winner for "The Island of Dr. Moreau": 2 wds. |
| 35% | REBAMCENTIRE | 12 | "Sing It Now: Songs of Faith & Hope" Grammy winner who is a coach on season 25 of "The Voice" (2 wds.) |
| 35% | NANCYKERRIGAN | 13 | Figure skater who was the victim of a 1/6/94 knee-clubbing but won a silver medal in the Olympics seven weeks later: 2 wds. |
| 35% | WADEBOGGS | 9 | Red Sox, Yankees, and Rays third baseman (1982-1999) who was a first-ballot Hall of Famer but never won a season MVP award: 2 wds. |
| 35% | LUCYDACUS | 9 | "Kissing Lessons" singer who is also a member of 16-Across: 2 wds. |
| 35% | LISALESLIE | 10 | Basketball Hall of Fame inductee who was the first player to dunk in a WNBA game: 2 wds. |
| 35% | PETEROTOOLE | 11 | "Lawrence of Arabia" actor who was nominated for eight Oscars but never won one: 2 wds. |
| 35% | DAVIDHEWSON | 11 | Paul ___, real name of U2's lead vocalist Bono who is also a philanthropist: 2 wds. |
| 35% | LISASIMPSON | 11 | Animated girl who was in the finals of a crossword puzzle tournament: 2 wds. |
| 35% | NEWTGINGRICH | 12 | Former Speaker of the House who was raised in a military family: 2 wds. |
| 35% | JAMESWOODS | 10 | "Once Upon a Time in America" actor who was the voice of villainous Hades in Disney's "Hercules": 2 wds. |
| 35% | GLORIASTEINEM | 13 | Feminist who was a founder of Ms. magazine: 2 wds. |
| 34% | ROBREINER | 9 | Director of 33-Across who will write a foreword for the book by 15-Across: 2 wds. |
| 34% | JONIMITCHELL | 12 | "Both Sides Now" singer who was MusiCares Person of the Year in 2022: 2 wds. |
| 34% | CHARLIESHEEN | 12 | "Anger Management" star who was the honoree of a 2011 Comedy Central roast: 2 wds. |
| 34% | DONALDTRUMP | 11 | "The Apprentice" host who was the honoree of a 2011 Comedy Central roast: 2 wds. |