A proud Ashkephard, Jonathan has spoken at nearly every synagogue in both Sacramento and Stockton, and has frequently given Divrei Torah at both Mosaic Law Congregation and Kenesset Israel Torah Center. During the pandemic, he developed two original programs which were shown across the country, The Beatles' Jewish Connection and Is Baseball the Jewish Sport?

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Over the years, Jonathan has worked as an attorney for the Anti-Defamation League, creator, producer, and host of Sacramento's Jewish radio show, Chai Sierra, and served as Chair of the Sacramento Jewish Community Relations Council, President and Gabbai Rishon of Mosaic Law Congregation, Chair of the United Synagogue for Conservative Judaism's Shoshana Cardin Awards Committee, and is now on the Board of the Sacramento Jewish Federation and Chair of its Strategic Planning Committee.

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As a former student of Golda Meir's spokesperson and biographer, Meron Medzini (who was referenced in the movie, Golda), Jonathan has utilized his knowledge of the Middle East and world affairs in both his professional life and multitude of leadership roles.

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From 2020-23, Jonathan taught four cohorts of a course on Israel and the Middle East for Melton Sacramento and in 2026, completed his first round of Israel's Global Journey. With so many former students remaining in touch, he also developed a six-week advance version of this course specifically for alumni. 

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Jonathan is grateful to Mosaic Law Congregation's Sisterhood and Men's Club for their sponsorship of Israel's Global Journey: History, Politics, and Identity.