4 actors have played Jimmy Winter in Oh, Kay!.
| Performer | Production | Opened |
|---|---|---|
| Oscar Shaw | Broadway Oh, Kay! | 1926 |
| Frank Crumit | Broadway Oh, Kay! | 1928 |
| Frank Crumit | Broadway Oh, Kay! | 1928 |
| Brian Mitchell | Broadway Oh, Kay! | 1990 |
| Ron Richardson | Broadway Oh, Kay! | 1990 |
Other Roles in Oh, Kay!
| Role | Production | Opened |
|---|---|---|
| "Shorty" McGee | Broadway Oh, Kay! | 1928 |
| Constance Appleton | Broadway Oh, Kay! | 1928 |
| Dolly Ruxton | Broadway Oh, Kay! | 1928 |
| Ensemble | Broadway Oh, Kay! | 1928 |
| Jimmy Winter | Broadway Oh, Kay! | 1928 |
| Judge Appleton | Broadway Oh, Kay! | 1928 |
| Kay Jones | Broadway Oh, Kay! | 1928 |
| Larry Potter | Broadway Oh, Kay! | 1928 |
| Mae | Broadway Oh, Kay! | 1928 |
| Molly Morse | Broadway Oh, Kay! | 1928 |
| Peggy | Broadway Oh, Kay! | 1928 |
| Phyllis Ruxton | Broadway Oh, Kay! | 1928 |
| Revenue Officer Jansen | Broadway Oh, Kay! | 1928 |
| The Duke | Broadway Oh, Kay! | 1928 |
| Tom Powers | Broadway Oh, Kay! | 1928 |
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