| 100% | BELA | 4 | ___ Fleck, a 16-time Grammy Award-winning banjoist |
| 55% | GRAMMYS | 7 | Awards won 17 times by 16-Across |
| 54% | ESPY | 4 | Award won a record 21 times by Tiger Woods |
| 53% | BELA | 4 | Banjoist Fleck with 18 Grammy wins |
| 51% | ESPY | 4 | Award Tiger Woods won a record 21 times |
| 50% | MVP | 3 | Award won four times in the W.N.B.A. by A'ja Wilson |
| 50% | HORNE | 5 | Lena who won a Grammy Lifetime Achievement Award |
| 49% | CIARA | 5 | Grammy Award-winning singer named for a Revlon fragrance |
| 48% | GOLD | 4 | ___ Glove (award won a combined 16 times by 18-Across and 42-Across) |
| 48% | BELA | 4 | Grammy-winning banjoist Fleck |
| 47% | GEORGSOLTI | 10 | Hungarian-British artist who holds the record for the most Grammy Awards won in a lifetime, with 31: 2 wds. |
| 47% | ATKINS | 6 | Country guitarist Chet who won a Grammy Lifetime Achievement Award in 1993 |
| 47% | SAG | 3 | ___ Award (trophy that Julia Louis-Dreyfus has won a record nine times): Abbr. |
| 46% | LETITGO | 7 | Song from "Frozen", which won a Grammy and an Academy Award: 3 wds. |
| 46% | ROSS | 4 | Diana ___, American singer who won a Grammy for lifetime achievement award in 2012 |
| 46% | PITT | 4 | Brad ___ who won an Academy Award for "Once Upon a Time in Hollywood" |
| 45% | BESTGOSPELALBUM | 15 | Grammy Award won twice by CeCe Winans |
| 45% | YEAR | 4 | "Same Time, Next ___," 1978 film directed by Robert Mulligan that won a Golden Globe Award |
| 44% | SIGN | 4 | "___ of the Times," hit song by Harry Styles which won a Brit Award in 2018 |
| 43% | RECORDOFTHEYEAR | 15 | Grammy award won by "Hello," "Get Lucky" and "Beat It" |
| 43% | NINE | 4 | Number of Grammy Awards won by 12-Down |
| 43% | TEN | 3 | Number of Grammy Awards won by Bonnie Raitt |
| 43% | TEN | 3 | Number of Grammy Awards won by Taylor Swift |
| 43% | TEN | 3 | Number of Grammy Awards won by Dolly Parton |
| 43% | TIMBERLAKE | 10 | Justin ___, a Grammy award winning musician who has acted in films like "The Social Network" |
| 43% | EMMY | 4 | Award won by a soap, perhaps |
| 43% | SEAL | 4 | Singer who won three Grammy Awards for "Kiss from a Rose" |
| 42% | CYYOUNG | 7 | Award won by Roger Clemens seven times |
| 42% | TONY | 4 | Award won 21 times by Harold Prince |
| 42% | OSCAR | 5 | Award won three times by Meryl Streep |