| 100% | STANLEE | 7 | Cocreator of Iron Man and Spider-Man: 2 wds. |
| 79% | STANLEE | 7 | Cocreator of the Hulk and Spider-Man: 2 wds. |
| 57% | STANLEE | 7 | Cocreator of the Fantastic Four and the X-Men: 2 wds. |
| 57% | MIKEJUDGE | 9 | Cocreator of 14-, 23-, and 40-Across: 2 wds. |
| 55% | ERICIDLE | 8 | Cocreator and lyricist of 15-Across: 2 wds. |
| 52% | TIMALLEN | 8 | Star of "Home Improvement" and "Last Man Standing": 2 wds. |
| 52% | STAN | 4 | ___ Lee, co-creator of Spider-Man and Iron Man |
| 51% | BILLGATES | 9 | Founder of Microsoft and currently the world's richest man: 2 wds. |
| 50% | MARYJANE | 8 | Romantic interest of Spider-Man: 2 wds. |
| 49% | STAN | 4 | With 2-Down, cocreator of Spider-Man |
| 48% | GEORGECLOONEY | 13 | Director and star of "The Monuments Men" (2 wds.) |
| 48% | THOR | 4 | Partner of Iron Man and Captain America |
| 47% | BLAKESHELTON | 12 | Country singer and "The Voice" judge who is People's Sexiest Man Alive of 2017: 2 wds. |
| 47% | IDIG | 4 | "Loud and clear, man!": 2 wds. |
| 47% | THOR | 4 | "The Avengers" teammate of Iron Man and the Hulk |
| 47% | PAULGIAMATTI | 12 | "Cinderella Man" and "Sideways" actor who turned down the role of Michael Scott on "The Office": 2 wds. |
| 46% | CHITARIVERA | 11 | She won two Tonys for Best Actress in a Musical, for "The Rink" and "Kiss of the Spider Woman": 2 wds. |
| 46% | MICHAELPHELPS | 13 | American swimmer who holds the most world records (7) and is one of the fastest in men's swimming: 2 wds. |
| 46% | HOLLANDTAYLOR | 13 | "Two and a Half Men" actress who came out of the closet in 2015 at age 72: 2 wds. |
| 45% | ASHTONKUTCHER | 13 | Actor who was part of television shows such as "Two and a Half Men" and "That '70s Show": 2 wds. |
| 45% | JEFFBEZOS | 9 | Founder of Amazon and Blue Origin, also currently one of the top 5 richest men in the world: 2 wds. |
| 45% | THEFALLEN | 9 | Thriller novel by David Baldacci which was part of "Memory Man" series and became a NYT 2018 Bestseller: 2 wds. |
| 45% | JOHNLEGEND | 10 | "All of Me" singer and "The Voice" coach who was named People's Sexiest Man Alive in 2019: 2 wds. |
| 45% | IDO | 3 | Response before being pronounced man and wife: 2 wds. |
| 45% | ALOT | 4 | "You are in ___ of trouble, young man!": 2 wds. |
| 45% | INA | 3 | "You're ___ lot of trouble, young man!": 2 wds. |
| 45% | DELMONTE | 8 | Popular brand of canned fruits and vegetables: 2 wds. |
| 45% | SEANPENN | 8 | Two time Academy Award winning actor of "Mystic River" who appeared in a guest role on "Two and a Half Men": 2 wds. |
| 44% | EDGARWRIGHT | 11 | Director of the "Cornetto Trilogy" and 2025's "The Running Man" (2 wds.) |
| 44% | FREDZINNEMANN | 13 | Director of "High Noon" (who won two Oscars, for directing "A Man for All Seasons" and "From Here to Eternity"): 2 wds. |