| 100% | CMA | 3 | Org. that awarded Taylor Swift "Entertainer of the Year" in 2009 and 2011 |
| 61% | CMA | 3 | Nashville org. that hasn’t named a female Entertainer of the Year since Taylor Swift, in 2011 |
| 59% | CMAS | 4 | Awards show whose most recent female Entertainer of the Year was Taylor Swift, in 2011 |
| 54% | CMA | 3 | Group that named Taylor Swift Entertainer of the Year twice (Abbr.) |
| 51% | SANDRABULLOCK | 13 | Actress who was EW's only two-time Entertainer of the Year, in 2009 and 2013: 2 wds. |
| 49% | ACA | 3 | Award, now discontinued, that Brad Paisley won as Male Artist of the Year in 2010 and 2011 (abbr.) |
| 44% | CMA | 3 | Org. that named Garth Brooks Entertainer of the Year six times |
| 43% | CMA | 3 | Group that named Keith Urban Entertainer of the Year in 2018: Abbr. |
| 43% | CMA | 3 | Group that named Luke Combs Entertainer of the Year in 2021 (Abbr.) |
| 42% | STELLA | 6 | McCartney who received a Glamour Woman of the Year award in 2009 |
| 42% | HARDER | 6 | Pernille ___, UEFA Women's Player of the Year Award winner in 2018 and 2020 |
| 41% | JASONALDEAN | 11 | "Burnin' It Down" singer who won Entertainer of the Year at the 2016, 2017, and 2018 ACM Awards: 2 wds. |
| 41% | CMA | 3 | Entertainer of the Year org. |
| 40% | KATY | 4 | Singer ___ Perry who won Video of the Year Award for "Firework" at MTV Video Music Awards in 2011 |
| 40% | SERENAWILLIAMS | 14 | Tennis player who won the AP Athlete of the Year award in 2002, 2009, 2013, and 2015: 2 wds. |
| 40% | BENWALLACE | 10 | Retired Pistons center who won consecutive Defensive Player of the Year Awards twice, in 2003 and 2006: 2 wds. |
| 40% | NANCY | 5 | With 34-Across, she was LPGA Tour Player of the Year in 1978 as a rookie and received the Bob Jones Award in 1998 |
| 39% | LIZZO | 5 | Singer named Entertainer of the Year in 2019 by Time magazine |
| 39% | CMA | 3 | Org. that voted Keith Urban 2018 Entertainer of the Year |
| 39% | ANS | 3 | Org. that promotes the study of onomastics and whose annual conference is in SF next January |
| 38% | NEILDIAMOND | 11 | "Sweet Caroline" singer who was MusiCares Person of the Year in 2009: 2 wds. |
| 38% | MISSYFRANKLIN | 13 | Five-time Olympic swimming gold medalist who won Female Athlete of the Year at the 2011 and 2012 Golden Goggle Awards: 2 wds. |
| 38% | BOLT | 4 | Usain ___, athlete who won the Laureus World Sports Award for Sportsman of the Year in 2009, 2010, 2013 and 2017 |
| 37% | NBA | 3 | Sixth Man of the Year Award org. |
| 37% | CMAS | 4 | Award show that has named Garth Brooks Entertainer of the Year six times, briefly |
| 37% | MONTH | 5 | One of the twelve divisions in a year, and a word that has an obscure perfect rhyme with the word "oneth" |
| 37% | WASTED | 6 | Carrie Underwood song that won Most Performed Song of the Year in the 2007 ASCAP Country Music Awards |
| 37% | RENEEZELLWEGER | 14 | "Cold Mountain" Oscar winner who was Harvard's Hasty Pudding Woman of the Year in 2009: 2 wds. |
| 36% | NAE | 3 | US org. that advised in 1971 that the Port Authority of NY and NJ not construct additional runways at JFK airport |
| 36% | HELLO | 5 | Adele song that won Record of the Year and Song of the Year Grammy Awards |