After his ordination, Rabbi Pepperstone and his family moved to Louisville, KY, where his wife, Cantor Paula Pepperstone, was the first female cantor at Keneseth Israel Congregation. Rabbi Pepperstone directed the Louisville USY chapter, taught at and directed the Florence Melton Adult Mini-School, served as the Assistant Rabbi for Youth and Education at Keneseth Israel Congregation, and worked on many other Jewish educational projects. In 2007-2008, Rabbi Pepperstone also served as the President of the Louisville Board of Rabbis and Cantors.

After six years in Louisville, the Pepperstone family moved to Beachwood, OH, where Rabbi Pepperstone served as the first Rabbi-in-Residence at the Gross Schechter Day School, teaching students ranging from first grade through middle school and their parents. During his time there, Rabbi Pepperstone was instrumental in beginning a Family Beit Midrash, where parents and children learned Torah together, and a monthly Poker and Parsha group.

In addition to learning and teaching Torah, Rabbi Pepperstone also has interests in language, all things Apple, the culinary arts, stand-up comedy, film, science fiction and fantasy, young adult literature, really good board games, the development of quality Jewish board games, and music.

For the past year, he has also acquired over 800 followers on Twitter. If you look for @Rav_Pepperstone and follow him on Twitter, you will receive his regular Torah Tweets during the week.

Rabbi and Cantor Pepperstone have three children, Hadar, Aviyah, and Matan, and are delighted to belong to the Congregation Beth Sholom-Chevra Shas family.