| 100% | GLADYSKNIGHT | 12 | "Midnight Train to Georgia" singer featured on 1985's "That's What Friends Are For": 2 wds. |
| 64% | STEVIEWONDER | 12 | "Superstition" singer featured on "That's What Friends Are For": 2 wds. |
| 64% | DIONNEWARWICK | 13 | "Walk On By" singer featured on "That's What Friends Are For": 2 wds. |
| 53% | GLADYSKNIGHT | 12 | "Midnight Train to Georgia" singer who was the Bee on season 1 of "The Masked Singer": 2 wds. |
| 52% | DIONNEWARWICK | 13 | "That's What Friends Are For" singer who received a 2023 Kennedy Center Honor: 2 wds. |
| 47% | GLADYSKNIGHT | 12 | Lead singer on the 1970s hit "Midnight Train to Georgia": 2 wds. |
| 41% | GLADYSKNIGHT | 12 | "Midnight Train to Georgia" singer who received the Grammy Lifetime Achievement Award in 2024: 2 wds. |
| 39% | IGGYAZALEA | 10 | "Fancy" singer featured on "Problem" who in 2014 became the second ever to be simultaneously #1 and #2 with her first two hits: 2 wds. |
| 39% | CROCODILEROCK | 13 | Elton John hit that was #7 on Billboard's year-end Hot 100 for 1973: 2 wds. |
| 39% | DANCINGQUEEN | 12 | Song by ABBA that was #12 on Billboard's year-end Hot 100 for 1977: 2 wds. |
| 38% | PAULACOLE | 9 | Singer whose "I Don't Want to Wait" was the theme song for "Dawson's Creek": 2 wds. |
| 38% | PEOPLESCOURT | 12 | Legal reality show that's been on the air for 29 seasons, with "The": 2 wds. |
| 36% | CHARLIXCX | 9 | Singer featured on Icona Pop's 2012 hit "I Love It": 2 wds. |
| 36% | KIMBRA | 6 | Singer featured on Gotye's "Somebody That I Used to Know" |
| 36% | BRUNOMARS | 9 | "Grenade" singer who was the featured vocalist on "Uptown Funk": 2 wds. |
| 36% | ONTAP | 5 | Like beer that's ready to be served: 2 wds. |
| 36% | GROWINGPAINS | 12 | 1985-1992 sitcom that featured Leonardo DiCaprio in its final season, before he was famous: 2 wds. |
| 36% | MICHAELBOLTON | 13 | "When a Man Loves a Woman" singer featured on the Lonely Island's "Jack Sparrow": 2 wds. |
| 36% | JINGLEBELL | 10 | "___ Rock," Christmas song that was featured on the "Mean Girls" soundtrack: 2 wds. |
| 36% | JUSTINBIEBER | 12 | Singer with the 2020 love song "That's What Love Is" (2 wds.) |
| 35% | BRUNOMARS | 9 | Pop singer featured on Mark Ronson's 2015 #1 song "Uptown Funk": 2 wds. |
| 35% | SILVERBELLS | 11 | Christmas standard that should be listened to on a 25th wedding anniversary?: 2 wds. |
| 35% | BERT | 4 | Ernie's best friend on "Sesame Street" for whom Ernie dedicated the song "That's What Friends Are For" |
| 35% | BRUNOMARS | 9 | "That's What I Like" singer known for wearing a fedora or a trucker's cap: 2 wds. |
| 35% | BILLIEEILISH | 12 | Singer-songwriter who sings "What Was I Made For?" on "Barbie: The Album" (2 wds.) |
| 35% | DIAMONDDOGS | 11 | David Bowie song that should be listened to on a 60th wedding anniversary?: 2 wds. |
| 35% | IDEST | 5 | What "i.e.", meaning "that is", actually stands for: 2 wds. |
| 35% | GRANDCANYON | 11 | National park located in northwestern Arizona that was featured in the movie "How to Be Single": 2 wds. |
| 34% | GODIS | 5 | "___ a DJ," 2003 song by Pink that was featured on the "Mean Girls" soundtrack: 2 wds. |
| 34% | CAROLEKING | 10 | "You've Got a Friend" singer/pianist who was the first woman to win a Grammy for Song of the Year (2 wds.) |