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| Year | Endowment | Winner | Finalists |
|---|---|---|---|
| 1985 | The Workmen's Circle Award | Shea TenebaumFun Ash Un Fayer Iz Dayn Kroyn (From Ash and Fire Is Your Crown)
CYCO
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| 1984 | The Workmen's Circle Award | Chaim Leib FoxTsu Di Himlen Arof (To the Heavens Above)
CYCO
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| 1983 | The Workmen's Circle Award | Chaim Spilberg and Yaacov ZippeKanader Tidisher Zamlbukh (Canadian Jewish Anthology)
National Committeee for Yiddish at the Canadian Jewish Congress
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| 1982 | The Workmen's Circle Award | Joshua A. Fisherman, edNever Say Die: A Thousand Years of Yiddush in Jewish Life and Letters
Mouton Publishers
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| 1981 | The Workmen's Circle Award | Hyman BassPathways in Yiddish Literature
I.L. Peretz Publishing
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| 1980 | The Workmen's Circle Award | Peretz MiranskyTzwishn Shmeichl Un Trern (Between Smiles and Tears) |