| 100% | TIMMEADOWS | 10 | "The Ladies Man" star who was a cast member on "SNL" for 10 seasons: 2 wds. |
| 68% | SETHMEYERS | 10 | "Late Night" host who was a cast member on "SNL" for 13 seasons: 2 wds. |
| 66% | KENANTHOMPSON | 13 | "Fat Albert" star who has been a cast member on "SNL" for a record-breaking 15 seasons: 2 wds. |
| 57% | ANA | 3 | Gasteyer who was a cast member on "SNL" for six seasons |
| 48% | VICTORIAARLEN | 13 | ESPN host and Paralympic swimmer who was a semifinalist on season 25 of "Dancing with the Stars" (2 wds.) |
| 47% | ADAMLEVINE | 10 | Maroon 5 singer who was a coach for 16 seasons on "The Voice" (2 wds.) |
| 47% | MILEYCYRUS | 10 | "Wrecking Ball" singer who was a coach for two seasons on "The Voice" (2 wds.) |
| 46% | RAVEN | 5 | ___-Symoné (Disney Channel star who was a host on "The View" for three seasons) |
| 45% | FRANKIEMUNIZ | 12 | "Malcolm in the Middle" actor who was a finalist on season 25 of "Dancing with the Stars" (2 wds.) |
| 44% | JOHNNYBENCH | 11 | Reds catcher who was a 10-time All-Star in the 1970s: 2 wds. |
| 44% | JOAQUINPHOENIX | 14 | "Irrational Man" star who is a vegan: 2 wds. |
| 43% | ALICIAKEYS | 10 | "Girl on Fire" singer who was a coach for three seasons on "The Voice" (2 wds.) |
| 43% | KELLYCLARKSON | 13 | "American Idol" winner who was a coach on "The Voice" for nine seasons (2 wds.) |
| 43% | ELTONJOHN | 9 | Pop star who sang a duet with Lady Gaga on his hit "Your Song" at the 2010 Grammys: 2 wds. |
| 42% | DWIGHTHOWARD | 12 | Former eight-time NBA All-Star who was the Octopus on season 6 of "The Masked Singer": 2 wds. |
| 42% | MRT | 3 | Action star who was on "Dancing With the Stars" in 2017: 2 wds. |
| 42% | STEPHENCURRY | 12 | NBA star who is the "resident golf pro" on 17-Across: 2 wds. |
| 42% | ROBINWRIGHT | 11 | "House of Cards" star who was nominated for the 2017 Emmy Award for Outstanding Lead Actress in a Drama Series (2 wds.) |
| 41% | BRADLEYCOOPER | 13 | Actor who had a song from "A Star Is Born" chart on the Billboard Hot 100 in 2018: 2 wds. |
| 41% | JEFFDANIELS | 11 | Actor who won a 2013 Emmy for playing Will McAvoy, the anchor and managing editor on 37-Across: 2 wds. |
| 41% | ARIANAGRANDE | 12 | "7 Rings" singer who was both the host and musical guest on a 2016 "SNL" episode: 2 wds. |
| 41% | BOBBYRYDELL | 11 | "Volare" singer who was honored with a star on the Hollywood Walk of Fame in 2020 (2 wds.) |
| 41% | ROSEANNEBARR | 12 | 1990s sitcom star who was the subject of a Comedy Central Roast in 2012: 2 wds. |
| 41% | JOHNLEGEND | 10 | "Ordinary People" Grammy winner who is a coach on season 25 of "The Voice" (2 wds.) |
| 41% | KERIRUSSELL | 11 | "The Americans" star who was nominated for the 2017 Emmy Award for Outstanding Lead Actress in a Drama Series (2 wds.) |
| 41% | IFI | 3 | "___ Were a Rich Man" ("Fiddler on the Roof" song): 2 wds. |
| 41% | JACKNICKLAUS | 12 | Golfer who is tied with 18-Across for the most consecutive seasons (17) with a PGA win (2 wds.) |
| 41% | ARNOLDPALMER | 12 | Golfer who is tied with 43-Across for the most consecutive seasons (17) with a PGA win (2 wds.) |
| 41% | BILLYBUSH | 9 | Former TV star who's contrite for his role in the "Access Hollywood" tape scandal, saying "I'm grateful to be a more conscientious person now": 2 wds. |
| 41% | ELIAKAZAN | 9 | "On the Waterfront" director who was a role model and mentor for Mike Nichols: 2 wds. |