| 100% | ELTON | 5 | John with five Grammy wins |
| 57% | ELTON | 5 | John with five Grammys |
| 52% | ELTON | 5 | John with five Grammys, two Oscars and a Tony |
| 52% | LINDA | 5 | Ronstadt with 10 Grammy wins |
| 52% | ALICIA | 6 | Keys with 16 Grammy wins |
| 52% | BORG | 4 | Bjorn with five Wimbledon wins |
| 50% | ABBA | 4 | 1970s Swedish band with five Grammy nominations in the 2020s |
| 48% | PETE | 4 | Sampras with five U.S. Open wins |
| 48% | REDS | 4 | Cincinnati team with five World Series wins |
| 46% | BESTRAPALBUM | 12 | Grammy category won five times by Eminem |
| 45% | BELA | 4 | Banjoist Fleck with 18 Grammy wins |
| 45% | MAPLELEAFS | 10 | Team with five Stanley Cup wins in the 1940s (2 wds.) |
| 44% | MAPLELEAFS | 10 | Toronto team with five Stanley Cup wins in the 1940s (2 wds.) |
| 43% | KOBE | 4 | Bryant who won five NBA championships with the Lakers |
| 41% | STAN | 4 | With 50-Across, saxophonist who won a Grammy for "The Girl From Ipanema" |
| 41% | ONEFLEW | 7 | With 23-Across, second film to win all five major Academy Awards (1975) |
| 41% | ELECTRICCOMPANY | 15 | Album for which 59-Across won a Grammy, 1972, with "The" |
| 41% | RUDIN | 5 | Producer Scott with Emmy, Grammy, Oscar and Tony wins |
| 41% | RITA | 4 | Actress Moreno with Emmy, Grammy, Oscar, and Tony wins |
| 41% | IGOR | 4 | Grammy-winning album with the hit "Earfquake" |
| 41% | JULIANNEMOORE | 13 | Actress with five Oscar nominations (and one win, for her role in 39-Across) (2 wds.) |
| 40% | BAD | 3 | With 35-Across, Taylor Swift hit that won the 2016 Best Music Video Grammy |
| 40% | LEANN | 5 | With 33-Across, "Blue" singer who won the Best New Artist Grammy in 1997 |
| 40% | PAUL | 4 | Right fielder O'Neill who won five World Series with the Yankees |
| 40% | GUY | 3 | Hockey great Lafleur who won five Stanley Cup championships with the Canadiens |
| 40% | NORAH | 5 | Grammy-winning “Come Away with Me” singer Jones |
| 39% | IMNOT | 5 | With 49-Across, song that won 14-Across his Best Country Song Grammy: 2 wds. |
| 39% | BILLIE | 6 | With 34-Across, "Bad Guy" singer who won a Best New Artist Grammy in 2020 |
| 39% | BEYONCE | 7 | Artist who set a Grammy record with her thirty-second win (February, 2023) |
| 39% | BODE | 4 | ___ Miller, American alpine ski racer who is the only skier with five or more wins in each discipline |