| 100% | SARAHVAUGHAN | 12 | "Broken Hearted Melody" singer honored on a 2016 Forever Stamp: 2 wds. |
| 67% | JOHNLENNON | 10 | "Imagine" singer honored on a 2018 Forever Stamp: 2 wds. |
| 63% | MARVINGAYE | 10 | "What's Going On" singer honored on a 2019 Forever Stamp: 2 wds. |
| 47% | JOHNNYCASH | 10 | Country music legend honored on a postage stamp in 2013: 2 wds. |
| 45% | SYLVIAPLATH | 11 | "Daddy" poet who appeared on a Forever stamp in 2012: 2 wds. |
| 43% | SINATRA | 7 | Singer honored on a 2008 U.S. postage stamp |
| 42% | TONIMORRISON | 12 | "Beloved" writer who is honored on a 2023 U.S. postage stamp (2 wds.) |
| 42% | HARRIETTUBMAN | 13 | Abolitionist and political activist honored on a 2024 U.S. postage stamp (2 wds.) |
| 42% | SAULBELLOW | 10 | Nobel Prize-winning writer honored on a 2024 U.S. postage stamp (2 wds.) |
| 41% | JOHNWOODEN | 10 | Basketball Hall of Fame coach honored on a 2024 U.S. postage stamp (2 wds.) |
| 41% | WILLACATHER | 11 | "My Ántonia" novelist who was honored on a U.S. postage stamp in 1973 (2 wds.) |
| 40% | TOMIEDEPAOLA | 12 | "Strega Nona" writer/illustrator writer who is honored on a 2023 U.S. postage stamp (2 wds.) |
| 40% | EDMONIALEWIS | 12 | African-American and Native American sculptor who is honored on a 2022 U.S. postage stamp (2 wds.) |
| 40% | EUGENIECLARK | 12 | Marine biologist known as the "Shark Lady" who is honored on a 2022 U.S. postage stamp (2 wds.) |
| 39% | WEWERE | 6 | "___ on a break" (line from "Friends"): 2 wds. |
| 39% | BEMINE | 6 | Message on a candy heart: 2 wds. |
| 39% | MAYAANGELOU | 11 | "I Know Why the Caged Bird Sings" writer who was honored on a U.S. postage stamp in 2015 (2 wds.) |
| 36% | TOPSECRET | 9 | Words stamped on a confidential file: 2 wds. |
| 36% | LENAHORNE | 9 | Grammy-winning singer honored with a Black Heritage U.S. postage stamp in 2018 (2 wds.) |
| 36% | DOROTHYPARKER | 13 | "A Star Is Born" co-screenwriter who was honored on a U.S. postage stamp in 1992 (2 wds.) |
| 36% | ERNESTJGAINES | 13 | "The Autobiography of Miss Jane Pittman" writer who is honored on a 2023 U.S. postage stamp (3 wds.) |
| 35% | KATYPERRY | 9 | Singer of "Roar," a 2016 campaign song for Hillary Clinton: 2 wds. |
| 35% | TAKETEN | 7 | Go on a short break (2 wds.) |
| 35% | TOOKTEN | 7 | Went on a short break (2 wds.) |
| 35% | TAKESTEN | 8 | Goes on a short break (2 wds.) |
| 35% | WALTWHITMAN | 11 | "Song of Myself" poet who appeared on a five-cent postage stamp in 1940: 2 wds. |
| 35% | MOLLYFLYNN | 10 | Title role for Melissa McCarthy on a CBS sitcom that ended May 16, 2016: 2 wds. |
| 33% | OLDYELLER | 9 | Disney tear-jerker based on a Newbery Honor novel (2 wds.) |
| 33% | ERNESTJGAINES | 13 | "A Lesson Before Dying" novelist who is honored on a 2023 U.S. postage stamp (3 wds.) |
| 33% | NINASIMONE | 10 | Blues singer honored with a 2017 Grammy Lifetime Achievement Award (2 wds.) |