His parents, immigrants from Europe, lost 13 of their 15 children to childhood diseases prior to their coming to the United States.
[2][6] Wolpin was one of "a small cadre of talmidim" selected by Gedaliah Schorr to be students at a Los Angeles-based yeshiva founded in 1952 by Simcha Wasserman.
In 1970, he was offered the position of editor of The Jewish Observer, a newspaper published by Agudath Israel of America.
[8] Before accepting the position, he approached Rabbi Yaakov Kamenetzky, who told him: "Until now you were a mechanech (educator) of children.
One obituary referred to him as "father of the flourishing chareidi press in the English language today.