| 100% | SINEADOCONNOR | 13 | Singer who got banned from "Saturday Night Live" for ripping up a picture of the pope: 2 wds. |
| 65% | ELVISCOSTELLO | 13 | Singer who got banned from "Saturday Night Live" for playing a different song than planned: 2 wds. |
| 47% | FRANK | 5 | With 32-Across, singer who got banned from "Saturday Night Live" for not really trying |
| 42% | ROBSCHNEIDER | 12 | Former "Saturday Night Live" comedian who was the Hamster on season 6 of "The Masked Singer": 2 wds. |
| 40% | LORNEMICHAELS | 13 | "Saturday Night Live" producer who is one of the creators of "A.P. Bio": 2 wds. |
| 38% | SAMSMITH | 8 | "Stay With Me" singer who was a first-time Grammy nominee for Record of the Year (and won): 2 wds. |
| 38% | KATEMCKINNON | 12 | 2016 winner of the Emmy for Outstanding Supporting Actress in a Comedy for "Saturday Night Live": 2 wds. |
| 37% | LORNEMICHAELS | 13 | "Saturday Night Live" producer who was inducted into the Television Hall of Fame in 1999: 2 wds. |
| 37% | JAMESBROWN | 10 | Rock singer who was the subject of the 2014 biopic "Get On Up": 2 wds. |
| 36% | BILLIEEILISH | 12 | "Bad Guy" singer who was both the host and musical guest on a 2021 "Saturday Night Live" episode: 2 wds. |
| 36% | JENNYSLATE | 10 | Former "Saturday Night Live" comedian who voices the Pomeranian Gidget in "The Secret Life of Pets" films: 2 wds. |
| 36% | WILLFERRELL | 11 | "Elf" actor and "Saturday Night Live" star who won the Mark Twain Prize for American Humor in 2011: 2 wds. |
| 36% | JLO | 3 | Singer who's a "World of Dance" judge, for short: 2 wds. |
| 35% | LARAINENEWMAN | 13 | Female member of the first "Saturday Night Live" cast, known for playing Connie Conehead: 2 wds. |
| 35% | LORNEMICHAELS | 13 | "Saturday Night Live" creator who was awarded the Mark Twain Prize for American Humor (2 wds.) |
| 35% | GLORIAESTEFAN | 13 | "Conga" singer who owns a minority share of the Miami Dolphins: 2 wds. |
| 35% | CHRISPRATT | 10 | "Guardians of the Galaxy" actor who once lived in a van: 2 wds. |
| 35% | EGO | 3 | Former Saturday Night Live cast member who announced her departure from the show in a September Instagram post |
| 35% | JASONSUDEIKIS | 13 | "Saturday Night Live" cast member who threatened to end his seven-year run with the show but is back for the 2012-2013 season: 2 wds. |
| 35% | JENNIFERHUDSON | 14 | Singer who won the Oscar for Best Performance in a Supporting Role for "Dreamgirls": 2 wds. |
| 34% | EDDIEMURPHY | 11 | Former "Saturday Night Live" regular who was awarded the Mark Twain Prize for American Humor (2 wds.) |
| 34% | WILLFERRELL | 11 | Former "Saturday Night Live" regular who was awarded the Mark Twain Prize for American Humor (2 wds.) |
| 34% | CHRISROCK | 9 | Former "Saturday Night Live" regular who plays Loy Cannon on the fourth season of "Fargo" (2 wds.) |
| 34% | TONYBENNETT | 11 | "Rags to Riches" singer who won the 2017 Library of Congress Gershwin Prize for Popular Song: 2 wds. |
| 34% | SHAWNMENDES | 11 | "Señorita" singer who won Canada's Juno Award for Pop Album of the Year in 2019: 2 wds. |
| 34% | ORLANDOBLOOM | 12 | "Pirates of the Caribbean" actor who has been a UN Goodwill Ambassador for children: 2 wds. |
| 34% | KODISMITMCPHEE | 14 | "The Power of the Dog" co-star who won a Golden Globe Award for Best Supporting Actor - Motion Picture in 2022 (2 wds.) |
| 34% | MOLLYSHANNON | 12 | "Saturday Night Live" actress who will be honored in the Hollywood Walk of Fame's Class of 2025 (2 wds.) |
| 34% | ANDRADAY | 8 | Singer who performed "Stand Up for Something" at the 2018 Oscars, accompanied by Common and various activists: 2 wds. |
| 34% | MILEYCYRUS | 10 | Singer who won Video of the Year for "Wrecking Ball" at MTV Video Music Awards in 2014: 2 wds. |