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Why to interview Rav Haim Fabrizio Cipriani? Twenty years ago, if pressed to answer this question, most scholars would likely have spoken in the sweeping language of the Vatican II (1962-1965) and its Nostra Aetate declaration, language evoking the cultivation of Jewish-Catholic dialogue by charting the courses of collective interreligious history. Today, while it remains crucial to continue fostering Jewish-Christian dialogue, it is possible to do so by following the narrower paths of individual (rather than shared) experience. The following interview addresses Jewish-Christian dialogue through the lens of Cipriani’s last commentary to the siddur, asking how this work’s many insights into prayer, charity, and the study of Torah, can teach us new things about interfaith fellowship.