| 100% | GEORGECLOONEY | 13 | Oscar-winning actor honored by the 50-Across with a Lifetime Artistic Achievement Award in 2022 (2 wds.) |
| 86% | GLADYSKNIGHT | 12 | Grammy-winning singer honored by the 50-Across with a Lifetime Artistic Achievement Award in 2022 (2 wds.) |
| 69% | DEBBIEALLEN | 11 | Dancer/choreographer/actress honored by the 32-Across with a Lifetime Artistic Achievement Award in 2021 (2 wds.) |
| 69% | GARTHBROOKS | 11 | Country music star honored by the 32-Across with a Lifetime Artistic Achievement Award in 2021 (2 wds.) |
| 49% | KENNEDYCENTER | 13 | Where Rita Moreno (born December 11, 1931) was honored with a Lifetime Artistic Achievement Award in 2015 (2 wds.) |
| 42% | SANTINO | 7 | With 38-Across, "Tootsie" actor who won the 2019 Tony Award for Best Performance by a Leading Actor in a Musical |
| 42% | JULIEANDREWS | 12 | "Mary Poppins" Oscar winner who was honored with an AFI Life Achievement Award in 2022 (2 wds.) |
| 40% | VIDEOVANGUARD | 13 | Achievement award won by 17-Across in 1987 (it was renamed in 1991 for Michael Jackson): 2 wds. |
| 40% | JOHNBOYEGA | 10 | "Star Wars: The Force Awakens" actor honored with a BAFTA Rising Star Award in 2016 (2 wds.) |
| 39% | MAHALIAJACKSON | 14 | Gospel singer honored with a Grammy Lifetime Achievement Award in 1972 whose last name is a city in Mississippi (2 wds.) |
| 39% | ANGELALANSBURY | 14 | British actress honored with Tony, Oscar, BAFTA, and SAG Lifetime Achievement awards who passed away in 2022 (2 wds.) |
| 39% | TAKINGTHE | 9 | "___ Long Way," country album by The Chicks that won a Grammy Award in 2007: 2 wds. |
| 38% | DAVIDALANGRIER | 14 | "A Soldier's Play" actor who won the 2020 Tony Award for Best Performance by a Featured Actor in a Play (3 wds.) |
| 38% | ALDA | 4 | Actor Alan honored with a SAG Life Achievement Award in 2019 |
| 38% | ROBERTDUVALL | 12 | Oscar-winning actor who played a man in love with a tiny doll on "The Twilight Zone": 2 wds. |
| 38% | BETTYWHITE | 10 | Actress honored with a Lifetime Achievement Emmy Award who turned 99 on January 17, 2021 (2 wds.) |
| 38% | COUNTRYFOROLD | 13 | "No ___ Men," a movie in which Javier Bardem starred in and won the Best Actor Award at the Oscars for his performance: 3 wds. |
| 38% | NINASIMONE | 10 | Blues singer honored with a Grammy Lifetime Achievement Award (2 wds.) |
| 38% | SHIRLEYCAESAR | 13 | Gospel singer honored with a Grammy Lifetime Achievement Award (2 wds.) |
| 38% | AHMADJAMAL | 10 | Jazz pianist honored with a Grammy Lifetime Achievement Award (2 wds.) |
| 38% | ANGELALANSBURY | 14 | Actress and singer who won six Tony Awards, including a Lifetime Achievement Tony Award in 2022 (2 wds.) |
| 38% | NICOLEKIDMAN | 12 | "The Hours" Oscar winner who was honored with an AFI Life Achievement Award in 2024 (2 wds.) |
| 38% | LASHANALYNCH | 12 | "No Time to Die" actress honored with a BAFTA Rising Star Award in 2022 (2 wds.) |
| 37% | NINASIMONE | 10 | Blues singer honored with a 2017 Grammy Lifetime Achievement Award (2 wds.) |
| 37% | SHIRLEYCAESAR | 13 | Gospel singer honored with a 2017 Grammy Lifetime Achievement Award (2 wds.) |
| 37% | AHMADJAMAL | 10 | Jazz pianist honored with a 2017 Grammy Lifetime Achievement Award (2 wds.) |
| 37% | CATEBLANCHETT | 13 | "Blue Jasmine" Oscar winner who was honored with Lincoln Center's Chaplin Award in 2022: 2 wds. |
| 36% | ARTTATUM | 8 | Arthur, a blind 20th century jazz pianist, who was honored with a posthumous Grammy Lifetime Achievement Award in 1989: 2 wds. |
| 36% | TAMMYWYNETTE | 12 | "Stand by Your Man" singer who received the Grammy Lifetime Achievement Award in 2024: 2 wds. |
| 36% | NEIL | 4 | With 15-Across, "How I Met Your Mother" actor who won a 2014 Tony Award for starring in "Hedwig and the Angry Inch" |