| 100% | TONYBENNETT | 11 | Crooner who sang a duet with Lady Gaga on the standard "Cheek to Cheek" at the 2015 Grammys: 2 wds. |
| 67% | ELTONJOHN | 9 | Pop star who sang a duet with Lady Gaga on his hit "Your Song" at the 2010 Grammys: 2 wds. |
| 46% | NILERODGERS | 11 | Producer who played guitar while Lady Gaga sang a David Bowie medley at the 2016 Grammys: 2 wds. |
| 38% | BADROMANCE | 10 | A 2009 hit by Lady Gaga which won two Grammys and has gone on to become one of the best selling singles of all time: 2 wds |
| 37% | MATTHASSELBECK | 14 | Quarterback who was a starter with the Indianapolis Colts in 2015 at age 40: 2 wds. |
| 36% | SARABAREILLES | 13 | "Love Song" singer/pianist who performed a duet with 18-Across at the Grammy Awards in 2014 (2 wds.) |
| 35% | METALLICA | 9 | Heavy metal band that performed with Lady Gaga on their song "Moth Into Flame" at the 2017 Grammys |
| 34% | BILLYPRESTON | 12 | Singer who sang with Nat King Cole on a TV show at 11 and released his first album at 16: 2 wds. |
| 34% | TOBYKEITH | 9 | Singer who duetted with Willie Nelson on the 2003 #1 country hit "Beer for My Horses": 2 wds. |
| 34% | DEREKHOUGH | 10 | Former "Dancing With the Stars" pro who was encouraged to release his single "Hold On" after losing a friend to suicide: 2 wds. |
| 34% | ARIANAGRANDE | 12 | American singer/songwriter who sings "Rain on Me" with Lady Gaga on "Chromatica" (2 wds.) |
| 33% | ELTONJOHN | 9 | British rock star who sings "Sine from Above" with Lady Gaga on her 2020 album "Chromatica" (2 wds.) |
| 33% | JELLYROLL | 9 | "Need a Favor" country singer who was nominated for Best New Artist at the 2024 Grammys: 2 wds. |
| 33% | DADDYYANKEE | 11 | Rapper/singer who duetted with Luis Fonsi on 2017's "Despacito," a #1 hit for 16 weeks: 2 wds. |
| 32% | BRETTFAVRE | 10 | Quarterback who was a starter with the Minnesota Vikings in 2010 at age 41: 2 wds. |
| 32% | DOUGFLUTIE | 10 | Quarterback who was a starter with the San Diego Chargers in 2005 at age 42: 2 wds. |
| 32% | MICHAELSAM | 10 | Former NFL draft pick who appeared on "Dancing With the Stars" in 2015: 2 wds. |
| 32% | BOBODENKIRK | 11 | "Better Call Saul" actor who auctioned a dinner with himself and David Cross to benefit the WGA strike: 2 wds. |
| 32% | VALERIEHARPER | 13 | Emmy-winning "Rhoda" star who competed on "Dancing With the Stars" in 2013 at age 74: 2 wds. |
| 32% | THEALCHEMIST | 12 | Paulo Coelho novel about a boy who travels to find a treasure at the Egyptian pyramids: 2 wds. |
| 32% | EDSHEERAN | 9 | Singer who collaborated with Beyoncé on the 2017 #1 hit "Perfect Duet": 2 wds. |
| 32% | MAYAANGELOU | 11 | "I Know Why the Caged Bird Sings" writer who was honored on a U.S. postage stamp in 2015 (2 wds.) |
| 31% | MICHAELBUBLE | 12 | Canadian crooner who sings "Cuddle Up, Cozy Down Christmas" with Dolly Parton on "A Holly Dolly Christmas" (2 wds.) |
| 31% | JIMMIEALLEN | 11 | "Best Shot" singer who collaborated with Brad Paisley on the 2021 country hit "Freedom Was a Highway": 2 wds. |
| 31% | AMANDAGORMAN | 12 | "The Hill We Climb" poet who is the youngest poet to read at a presidential inauguration (2 wds.) |
| 31% | DEREKHOUGH | 10 | "Dancing With the Stars" dancer who's a judge on "World of Dance": 2 wds. |
| 31% | MARYTRAVERS | 11 | Folk singer who, in a trio with Peter and Paul, sang the 1963 hit "Puff, the Magic Dragon": 2 wds. |
| 31% | VICTORIAMONET | 13 | "On My Mama" R&B singer who won Best New Artist at the 2024 Grammys: 2 wds. |
| 31% | DERRICKHENRY | 12 | Titans running back who won the 2015 Heisman Trophy as a junior at Alabama: 2 wds. |
| 31% | ALISONKRAUSS | 12 | "When You Say Nothing At All" singer who collaborated with Brad Paisley on the 2004 country hit "Whiskey Lullaby": 2 wds. |