| NANETTEFABRAY | Actress and singer (1920-2018) who won a Tony in 1949 and three Emmys in the 1950s: 2 wds. |
| PEGGYLEE | Stage name of Norma Deloris Egstrom, American jazz and popular music singer, 1920-2002 (5,3) |
| TEENIDOL | Paul Anka, in the 1950s: 2 wds. |
| ELAINEMAY | Mike Nichols's improv comedy partner in the 1950s: 2 wds. |
| TYSON | Cicely with a Tony, an Oscar and three Emmys |
| LANGE | Jessica with two Oscars and three Emmys |
| HIFI | The stereo sound system introduced in the fifties (2-2) |
| NETTA | Eurovision winner 2018 who hails from Israel (5) |
| MITCHELL | Brownlow medallist from 2018 who did not play a game in 2019 AFL season (8) |
| JOHNMAHONEY | Actor (1940-2018) who played 17-Across: 2 wds. |
| ALEXNEWELL | Actor who won a Tony in 2023 for their role as Lulu in the Broadway musical Shucked: 2 wds. |
| BETTEMIDLER | Actress and singer who has won three Grammys, four Golden Globes, three Emmys and two Tony Award (5,6) |
| JENNIFERHUDSON | Dreamgirls singer and actress who completed her EGOT with a Tony in 2022: 2 wds. |
| JANELAPOTAIRE | English actress who won a Tony in 1981 for her role in Piaf (4,9) |
| ALLISONJANNEY | Actress who won two Emmys in 2014, for "Mom" and "Masters of Sex": 2 wds. |
| PAINTERSELEVEN | Renowned Toronto artists group of the 1950s: 2 wds. |
| POODLESKIRTS | Fad clothing of the 1950s (2 wds.) |
| MARYTYLERMOORE | Laura Petrie portrayer who won Emmys in 1964 and 1966 for The Dick Van Dyke Show: 3 wds. |
| LUCILLEBALL | Red-haired sitcom pioneer who won Emmys in 1953 and 1956 for acting opposite her husband Desi Arnaz: 2 wds. |
| MARTYLERMOORE | Laura Petrie portrayer who won Emmys in 1964 and 1966 for The Dick Van Dyke Show: 3 wds. |
