He began his studies in Oholei Torah, later moving on to Tomchei Temimim,[citation needed] a yeshiva located in Chabad's World Headquarters ("770").
[citation needed] Orthodox Jews being prohibited from using recording devices on Shabbat and Jewish Holidays, they were charged with memorizing these 5 hour long talks and later transcribing them, in a role known as choizer or meiniach.
[1] As a senior fellow, Jacobson taught Talmud, Kabbalah, and Hasidic philosophy at Chabad Lubavitch Rabbinical Seminary Chovevei Torah.
[2] He was a mashpia (spiritual mentor) at the Chovevei Torah Yeshiva in Crown Heights, and a teacher at the Ohr Chaim Learning Center in Monsey, New York.
His siblings are author Simon Jacobson, Boruch Sholom Jacobson—a Chabad shliach at Hunter College, Freida Hecht of Norwalk, Connecticut, and Chana Krasnianski of Manhattan.