He then occupied ministerial posts in several governments, following which he underwent political persecution at the hands of the Communist régime and was later incarcerated in Sighet prison.
Back in Kishinev, he became involved with young Romanian intellectuals, working on Revista Basarabia, the first Romanian-language publication in Bessarabia in that period.
Returning to Chișinău in 1913, he published, together with Nicolae Alexandri and with the assistance of Vasile Stroescu, the newspaper Cuvânt moldovenesc, which he directed after April 1917.
The year 1918 found him at the head of the unionist wave, for which he was elected first vice-president, then president of Sfatul Țării, the assembly which voted for the union of Bessarabia with Romania on 27 March 1918.
Halippa wrote over 280 poems, articles, sketches, translations and memorials, managing to edit a single volume of poetry during his lifetime: Flori de pârloagă ("Flowers of a Fallow Field", 1921, Iași), prefaced by Mihail Sadoveanu.
Posthumous works include Povestea vieții mele ("The Story of My Life", Patrimoniu, Chișinău, 1990) and a volume of newspaper writings (2001).