| 100% | KATYPERRY | 9 | "Roar" singer who had a guest appearance in "HIMYM" in the episode "Oh Honey" : 2 wds. |
| 67% | BRITNEYSPEARS | 13 | "Princess of Pop" who had a guest appearance twice in "HIMYM" in the episodes "Ten Sessions" and "Everything Must Go" : 2 wds. |
| 65% | HEIDIKLUM | 9 | German model and TV personality who had a guest appearance in "How I Met Your Mother" in the episode called "The Yips": 2 wds. |
| 52% | TINATURNER | 10 | "Private Dancer" singer who has a solo in "We Are the World": 2 wds. |
| 52% | DIONNEWARWICK | 13 | "Walk On By" singer who has a solo in "We Are the World": 2 wds. |
| 51% | RAYCHARLES | 10 | "Hit the Road Jack" singer who has a solo in 1985's "We Are the World": 2 wds. |
| 51% | LEEGREENWOOD | 12 | "I.O.U." singer who had a hit in 2001 with "God Bless the U.S.A.": 2 wds. |
| 50% | JOHNMELLENCAMP | 14 | "Jack & Diane" singer who had a hit in 1986 with "R.O.C.K. in the U.S.A.": 2 wds. |
| 49% | THEWEEKND | 9 | "Starboy" pop singer who had 18 songs on the Billboard Hot 100 during a week in 2016: 2 wds. |
| 49% | PETESEEGER | 10 | "If I Had a Hammer" folk singer who received the Woody Guthrie Prize in 2014: 2 wds. |
| 49% | EDSHEERAN | 9 | "Shape of You" pop singer who had 13 songs on the Hot 100 during a week in 2017: 2 wds. |
| 48% | ARIANAGRANDE | 12 | "7 Rings" singer who was both the host and musical guest on a 2016 "SNL" episode: 2 wds. |
| 48% | NICKJONAS | 9 | "Jealous" pop singer who both hosted and was the musical act in a 2021 "SNL" episode: 2 wds. |
| 47% | BILLIEEILISH | 12 | "Bad Guy" singer who was both the host and musical guest on a 2021 "Saturday Night Live" episode: 2 wds. |
| 46% | ADAMWEST | 8 | Batman actor from the 1960s who did a guest appearance on "The Big Bang Theory": 2 wds. |
| 46% | MANDYMOORE | 10 | "I See the Light" singer who voiced Tabitha Vixx in "The Simpsons" episode, "Marge and Homer Turn a Couple Play": 2 wds. |
| 46% | HARRYSTYLES | 11 | "Sign of the Times" pop singer who released a self-titled #1 album in 2017: 2 wds. |
| 45% | MANDYPATINKIN | 13 | Tony- and Emmy-winning actor who was a guest on the "On Broadway" episode of "Finding Your Roots" in 2021 (2 wds.) |
| 45% | AUDRAMCDONALD | 13 | Six-time Tony-winning actress who was a guest on the "On Broadway" episode of "Finding Your Roots" in 2021 (2 wds.) |
| 45% | JENNIFERHUDSON | 14 | Singer who won the Oscar for Best Performance in a Supporting Role for "Dreamgirls": 2 wds. |
| 45% | JOHNLEGEND | 10 | "All of Me" singer who wrote a song in "SpongeBob SquarePants: The Broadway Musical": 2 wds. |
| 45% | DAVIDBOWIE | 10 | "Space Oddity" singer who cowrote a song in "SpongeBob SquarePants: The Broadway Musical": 2 wds. |
| 45% | NINATOTENBERG | 13 | Peabody-winning NPR legal affairs correspondent who was a guest on the "Against All Odds" episode of "Finding Your Roots" in 2021 (2 wds.) |
| 45% | NICKIMINAJ | 10 | "Anaconda" singer who has lived in both Trinidad and the US: 2 wds. |
| 45% | GERIHALLIWELL | 13 | Singer who had four #1 hits in the UK from 1999 to 2001, including "It's Raining Men": 2 wds. |
| 44% | SEANKINGSTON | 12 | "Beautiful Girls" singer who has lived in both Jamaica and the US: 2 wds. |
| 44% | JENNIFERLOPEZ | 13 | "If You Had My Love" singer who received the Billboard Women in Music Icon Award in 2020: 2 wds. |
| 44% | ERYKAHBADU | 10 | "Tyrone" singer who competed against Jill Scott in a 2020 episode of "Verzuz": 2 wds. |
| 44% | ERNIEHUDSON | 11 | Costar of 1984's "Ghostbusters" who had a cameo in the 2016 version: 2 wds. |
| 44% | CYNDILAUPER | 11 | "Girls Just Want to Have Fun" singer who received the Billboard Women in Music Icon Award in 2018: 2 wds. |