| 100% | CMAS | 4 | Award show that has named Garth Brooks Entertainer of the Year six times, briefly |
| 67% | CMA | 3 | Group that has named Garth Brooks Entertainer of the Year seven times (Abbr.) |
| 66% | CMA | 3 | Org. that named Garth Brooks Entertainer of the Year six times |
| 61% | CMA | 3 | Group that has named Garth Brooks its Entertainer of the Year a record seven times: Abbr. |
| 46% | GARTH | 5 | Brooks who has won the Academy of Country Music's Entertainer of the Year award six times |
| 43% | SIX | 3 | Number of times Garth Brooks has won the Country Music Association Award for Entertainer of the Year |
| 36% | CMA | 3 | Group that named Taylor Swift Entertainer of the Year twice (Abbr.) |
| 36% | LIZZO | 5 | Singer named Entertainer of the Year in 2019 by Time magazine |
| 35% | CMA | 3 | Group that named Keith Urban Entertainer of the Year in 2018: Abbr. |
| 35% | CMA | 3 | Group that named Luke Combs Entertainer of the Year in 2021 (Abbr.) |
| 34% | LIZZO | 5 | Singer named Time's 2019 Entertainer of the Year |
| 33% | DON | 3 | ___ Shula NFL High School Coach of the Year Award, annual prize that is named after the NFL's winningest head coach |
| 33% | TRL | 3 | MTV countdown show that named “. . . Baby One More Time” the most iconic music video of all time |
| 32% | FRANKDEFORD | 11 | Former Sports Illustrated writer who was Sportswriter of the Year six times (2 wds.) |
| 32% | PETESAMPRAS | 11 | American tennis star who was ATP Player of the Year six times: 2 wds. |
| 32% | CMAS | 4 | Awards show whose most recent female Entertainer of the Year was Taylor Swift, in 2011 |
| 31% | KATIE | 5 | Ledecky who has been named World Swimmer of the Year five times |
| 31% | CLIO | 4 | A famous Renault car. Also the name of an award that was coveted on the TV show "Mad Men" |
| 30% | CSI | 3 | Show that had episodes titled "Tressed to Kill" and "Dead of the Class" |
| 30% | LITTLEBIGTOWN | 13 | "Better Man" singers who have won the Country Music Association Award for Vocal Group of the Year six times (3 wds.) |
| 30% | CMA | 3 | Nashville org. that hasn’t named a female Entertainer of the Year since Taylor Swift, in 2011 |
| 30% | MIRANDALAMBERT | 14 | "Settling Down" singer who won Entertainer of the Year at the 2022 ACM Awards: 2 wds. |
| 30% | BET | 3 | Teyana Taylor won Video Director of the Year at its 2020 award show |
| 30% | EMMY | 4 | Award that "The Daily Show" has won every year since 2003 |
| 29% | TONYS | 5 | Awards that Audra McDonald has six of |
| 29% | BUTTERCUP | 9 | Flower that has the name of a green PowerPuff Girl |
| 29% | THOMASRHETT | 11 | "Country Again" singer who won Entertainer of the Year at the 2020 Academy of Country Music Awards: 2 wds. |
| 29% | GARTHBROOKS | 11 | "The River" singer who won the CMA Award for Entertainer of the Year seven times: 2 wds. |
| 29% | LIFE | 4 | "(I've Had) The Time of My ___," song from the movie "Dirty Dancing" that won the Academy Award for Best Original Song in 1987 |
| 29% | JASONALDEAN | 11 | "Burnin' It Down" singer who won Entertainer of the Year at the 2016, 2017, and 2018 ACM Awards: 2 wds. |