[1] Soon after he moved to Łódź, married Sarah Bercovitch, and immigrated to Canada via England in 1900 to join his two brothers, Aaron and Srul Dovid who were already in Montreal.

The paper's focus was on world events, but the editorial staff understood its importance to the neighbourhood so well that they listed births and deaths on the front page.

He published three Yiddish books: a travelogue titled Eyrope un Erets-Yisroel nokh dem Veltkrig ("Europe and the Land of Israel after the World War", 1922), a volume of contemporary commentary on the weekly Torah portions, Fun Eybign Kval ("From the Eternal Source", 1930), and a book of memoirs, Mayn Lebns Rayze ("Journey of My Life", 1946; English translation 1945, French translation 2000).

In addition, Wolofsky served as publisher of the Anglo-Jewish weekly the Canadian Jewish Chronicle (founded 1914).

"[citation needed] Harry and Sarah had eight children: Philip, Dan, Sophie (who married Leon Crestohl, a Liberal Member of Parliament), Max (who took over the newspaper when his father died), Diana (died in a boating accident as a child) Moishe (Bill Walsh), Saul (Sam Walsh),[3] who would become the long-time leader of the Communist Party of Quebec, and Miriam (Cooperberg) According to family folklore, after Moishe and Saul became involved in the Communist Party, their father asked them to change their names so as not to embarrass the family.