| OSCARPETERSON | Canadian jazz pianist who won eight Grammys (3 to 8) |
| VANDROSS | Luther who won eight Grammys |
| MACKTHEKNIFE | 1959 Bobby Darin hit that won him two Grammys: 3 wds. |
| THISISAMERICA | 2018 Childish Gambino song cowritten by 18-Across that won four Grammys: 3 wds. |
| TOPIMPA | With 48-Across, Kendrick Lamar album that won Best Rap Album at the 2016 Grammys: 3 wds. |
| KRALL | Diana, Canadian jazz pianist and singer who is married to Elvis Costello (5) |
| PETERSON | Oscar, Canadian jazz pianist and singer (8) |
| DIANA | Canadian jazz pianist and singer who married Elvis Costello in 2003 (5,5) |
| DIANAKRALL | Canadian jazz pianist and singer who married Elvis Costello in 2003 |
| OSCAR | ___ Peterson, Canadian jazz pianist (5) |
| MAHARAJA | 'The ___ of the Keyboard' ...Nickname of legendary Canadian jazz pianist Oscar Peterson (b.1925 - d.2007) |
| RENEE | Canadian jazz pianist Rosnes |
| COREA | Pianist who won two posthumous Grammys in 2021 |
| GILEVANS | Canadian-born jazz pianist who collaborated with Miles Davis (3,5) |
| RADU | ___ Lupu, Romanian pianist who won the 1969 Leeds International Piano Competition (4) |
| KENROSEWALL | Australian tennis player who won eight Grand Slam singles titles (3,8) |
| JONIMITCHELL | Canadian singer with eight Grammys, more than any of her compatriots |
| KENDRICKLAMAR | LA hip-hop artist who was nominated for eight Grammys in 2019: 2 wds. |
| ARTTATUM | American jazz pianist who recorded Sophisticated Lady in 1933 (3,5) |
| OSTERMEYER | Micheline ___, French concert pianist who won gold medals in the shot put and discus and a bronze medal in the high jump at the 1948 Olympics (10) |
