| Role and Title of Play/Film | Actor/Actress | Years of Tony and Oscar wins |
| Cyrano de Bergerac in Cyrano de Bergerac | |
| Lola Delaney in Come Back, Little Sheba | |
| King Mongkut of Siam in The King and I | |
| Professor Henry Higgins in My Fair Lady | |
| Anne Sullivan in The Miracle Worker | |
| Sir Thomas More in A Man for All Seasons | |
| John Cleary in The Subject Was Roses | |
| Master of Ceremonies in Cabaret | |
| Madame Hortense in Zorba/Zorba the Greek | |