Between 1906 and 1910, Shtif spent time in Kiev, Vilna, Vitebsk, and Saint Petersburg. He was a party agitator, an editor for modern Yiddish literature at the Kletskin publishing house in Vilna (Vilnius), and an employee of the Jewish Colonization Association (ICA). He also published several articles on literary criticism, politics and Yiddish philology in Russian and Yiddish periodicals. In 1910, he moved back to Rovno, where he worked at a Jewish bank and contributed to various periodicals, usually under the pseudonym Bal-Dimyen (Dreamer). He completed his dissertation and graduated from the Jaroslavl (Galicia) Law School in 1913.