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Naphtali Maskileison was born at Radashkovichy, near Minsk. His father, Hebrew scholar Abraham Maskileison, instructed him in Talmud. Study of the poetical works of Moshe Chaim Luzzatto and Naphtali Wessely awakened Maskileison's interest in contemporary Hebrew literature, then regarded with disfavor by the Orthodox circles in which he grew up. His first poetical production was the dramaEsther, which was praised by the poet Avraham Dov Ber Lebensohn. During a period of forty years, he published poems and prose articles in various Hebrew periodicals, as well as Miktabim le-lammed, a collection of eighty-eight letters of varied content (Vilna, 1870). One of Maskileison's most valuable undertakings was his revised edition of Jehiel Heilprin's Seder ha-dorot (Warsaw, 1878–1882). He left many works in manuscript.