| 100% | MICHAELBUBLE | 12 | Canadian singer of "Haven't Met You Yet": 2 wds. |
| 74% | MICHAELBUBLE | 12 | "Haven't Met You Yet" singer who was one of Tony Bennett's duet partners on his "Duets II" album: 2 wds. |
| 65% | MICHAELBUBLE | 12 | "Haven't Met You Yet" singer who helped renovate his grandpa's caretaker's house on HGTV's "Celebrity IOU": 2 wds. |
| 53% | NELLYFURTADO | 12 | Canadian singer of "Promiscuous": 2 wds. |
| 49% | NOSEE | 5 | "Long time, ___!" ("Haven't met you in a while!"): 2 wds. |
| 48% | SARAHMCLACHLAN | 14 | Canadian singer of "Adia" whose name's only vowels are A's: 2 wds. |
| 48% | EDSHEERAN | 9 | English singer of "Shape of You": 2 wds. |
| 46% | ELLIEGOULDING | 13 | British singer of "Love Me Like You Do": 2 wds. |
| 45% | SELENAGOMEZ | 11 | Singer of "Lose You to Love Me" who has 179 million Instagram followers: 2 wds. |
| 42% | EDSHEERAN | 9 | "Shape of You" singer: 2 wds. |
| 42% | NANCYSINATRA | 12 | Singer of the James Bond theme song "You Only Live Twice": 2 wds. |
| 41% | BRYANADAMS | 10 | Canadian singer known for the hit songs "Summer of '69" and "Heaven" (2 wds.) |
| 41% | KELLYCLARKSON | 13 | Singer of "My Life Would Suck Without You," which jumped 96 spots to #1 on the charts in one week in 2009: 2 wds. |
| 40% | OHHI | 4 | "___! Funny meeting you here!": 2 wds. |
| 40% | OHHI | 4 | "___! Funny meeting you here!": 2 wds |
| 40% | OHHI | 4 | "Fancy meeting you here!": 2 wds. |
| 40% | MANDYMOORE | 10 | Singer of the hit 2000 single "I Wanna Be With You", who also voiced the role of Rapunzel in the animated film "Tangled": 2 wds. |
| 40% | SAMSMITH | 8 | Singer of the 2014 hit "Stay With Me": 2 wds. |
| 40% | ARIANAGRANDE | 12 | Singer of the 2019 #1 hit "7 Rings": 2 wds. |
| 40% | DIERKSBENTLEY | 13 | Singer of "Home" and 15-Across: 2 wds. |
| 40% | ELLIEGOULDING | 13 | Singer of the 2011 song "Lights": 2 wds. |
| 40% | IMSO | 4 | "___ delighted to meet you!": 2 wds. |
| 40% | JESSIEJ | 7 | British singer of "Domino": 2 wds. |
| 40% | ELLAHENDERSON | 13 | British singer of "Ghost": 2 wds. |
| 39% | CARLYRAEJEPSEN | 14 | Canadian singer of "Call Me Maybe": 3 wds. |
| 39% | SHIRLEYMANSON | 13 | Female lead singer of Garbage: 2 wds. |
| 39% | THEWEEKND | 9 | Canadian singer known for "Can't Feel My Face": 2 wds. |
| 39% | DIANAROSS | 9 | She was once lead singer of the Supremes: 2 wds. |
| 39% | ITWAS | 5 | "___ nice meeting you." ("Glad we met"): 2 wds. |
| 38% | CHRISSIEHYNDE | 13 | Female lead singer of the Pretenders: 2 wds. |