| 100% | NOTORIOUSBIG | 12 | "Juicy" rapper, The ___, who was into drug dealing and other crimes before becoming a musician: 2 wds. |
| 56% | KANYEWEST | 9 | "The Life of Pablo" rapper who was into art and poetry before becoming a musician: 2 wds. |
| 46% | SNOOPDOGG | 9 | "The Doggfather" rapper who was frequently in and out of jail after high school, before becoming a musician: 2 wds. |
| 40% | BUDDYHOLLY | 10 | "Peggy Sue" singer who was a charter inductee into the Rock and Roll Hall of Fame: 2 wds. |
| 40% | PAULMCCARTNEY | 13 | "Yesterday" lyricist who is a two-time inductee into the Rock and Roll Hall of Fame: 2 wds. |
| 40% | PAULSIMON | 9 | "Mrs. Robinson" lyricist who is a two-time inductee into the Rock and Roll Hall of Fame: 2 wds. |
| 39% | RAYCHARLES | 10 | "Georgia on My Mind" singer who was a charter inductee into the Rock and Roll Hall of Fame: 2 wds. |
| 39% | JIMMYPAGE | 9 | "Stairway to Heaven" composer who is a two-time inductee into the Rock and Roll Hall of Fame: 2 wds. |
| 38% | JESSEPINKMAN | 12 | Character played by Aaron Paul in "Breaking Bad", who was a crystal meth dealer and worked with the character played by 30-Across: 2 wds. |
| 37% | SNOOPDOGG | 9 | "Gin and Juice" rapper who was inducted into the Songwriters Hall of Fame in 2023: 2 wds. |
| 36% | RICHARDCASTLE | 13 | Writer who was the title character in a 2009-2016 crime series: 2 wds. |
| 36% | YURIGAGARIN | 11 | Russian who was the first person to travel into space and orbit the earth (1961): 2 wds. |
| 35% | GILSCOTTHERON | 13 | Jazz poet who will be inducted into the Rock and Roll Hall of Fame as a recipient of the Early Influence Award (2 wds.) |
| 35% | LUCILLEBALL | 11 | Early TV comedian who was a charter inductee into the Television Hall of Fame: 2 wds. |
| 35% | RANDYRHOADS | 11 | Quiet Riot guitarist who will be inducted into the Rock and Roll Hall of Fame as a recipient of the Musical Excellence Award (2 wds.) |
| 35% | MILTONBERLE | 11 | Early TV variety show host who was a charter inductee into the Television Hall of Fame: 2 wds. |
| 35% | JOELCOEN | 8 | "Fargo" director who is a part of the filmmaking duo behind other movies like "True Grit": 2 wds. |
| 35% | TEDALLEN | 8 | TV personality who was a food and wine expert in the 2003 TV series, "Queer Eye": 2 wds. |
| 35% | ARIANAGRANDE | 12 | "7 Rings" singer who was both the host and musical guest on a 2016 "SNL" episode: 2 wds. |
| 34% | JUSTINPUGH | 10 | New York Giants offensive lineman who was shifted into the position from offensive tackle and excelled in 2016: 2 wds. |
| 34% | JERRYLEELEWIS | 13 | "Great Balls of Fire" singer who was a charter inductee into the Rock and Roll Hall of Fame: 3 wds. |
| 34% | BILLIEEILISH | 12 | "Bad Guy" singer who was both the host and musical guest on a 2021 "Saturday Night Live" episode: 2 wds. |
| 33% | JANETWEISS | 10 | American musician who was the drummer for bands like Sleater-Kinney and Wild Flag: 2 wds. |
| 33% | WAYNEGRETZKY | 12 | Hockey legend who was the first since Bobby Orr to tally 100+ assists in a season, and did so 11 times: 2 wds. |
| 33% | DAVIDDUVAL | 10 | American pro golfer who was formerly World No.1, and posted a score of 59 in the 1999 Bob Hope Chrysler Classic: 2 wds. |
| 33% | WONDERWOMAN | 11 | Fictional superhero appearing in comic books who is a founding member of the Justice League and an ambassador of the Amazon people: 2 wds. |
| 33% | BUZZLIGHTYEAR | 13 | Animated toy in a spacesuit who is known to exclaim "To infinity ... and Beyond!" before leaping into action (2 wds.) |
| 33% | SHOHEIOHTANI | 12 | Japanese MLB player who was the first player in history to be a pitcher and hitter in the All-Star Game, in 2021: 2 wds. |
| 32% | ANSELELGORT | 11 | "The Fault in Our Stars" actor who is also a singer and DJ who plays under the name "Ansolo": 2 wds. |
| 32% | KENJENNINGS | 11 | "Jeopardy!" champion and host who was inducted into the Jeopardy! Hall of Fame in 2025: 2 wds. |