After high school, he studied at Mercaz HaTorah in Jerusalem for two years including during the Gulf War where he was in charge of the yeshiva's sealed room.

They spent three years in Cincinnati before moving back to Silver Spring where Lipman became a Rabbi and teacher of Judaic Studies at his alma mater, the Yeshiva of Greater Washington.

He took part in diplomatic missions to South Africa (including attending Nelson Mandela's funeral), England, Germany, Hungary, and the United States.

Lipman characterized the incident as part of a broader pattern of rising hostility toward Haredi soldiers and proposed legislation to address the tension.

[11] In June 2021, Lipman established Yad L'Olim, and NGO which provides services for new immigrants, their families and global Jewry.

[13][14][15] In the wake of Lipman's argument that Haredi boys' schools in Israel should teach math and English, Rabbi Aharon Feldman, dean of Yeshivas Ner Yisroel, called him a "wicked apostate".

He also noted that a factor was that many Knesset workers are unfamiliar with non-Orthodox and American practices and would view "an egalitarian service in the synagogue as an affront".

He publicly expressed his appreciation for the Redemptorist priest Tadeusz Rydzyk, the founder of Poland's Radio Maryja, and was a keynote speaker at the Remembrance and Hope ceremony that Rydyzk organized in November 2017 in Torun.