Authentic, Compassionate Judaism for the Thinking Person

Rabbi Nadav Caine

In addition to explicating individual chapters of the Torah using traditional sources to apply directly to our daily lives, Rabbi Caine or "Rav Nadav" (as he is affectionately known) teaches on topics such as The Soul, Mysticism, Theology, Ethics, Comparative Religion, Science & Religion, and Psychology of Religion. Rav Nadav studied religion and philosophy at Princeton, Harvard, and Stanford Universities. An award winning teacher and Conservative rabbi, he now serves as a congregational rabbi in San Diego.

  • 18 minutes 8 seconds
    The AI Gods Taking Away our Souls and Our Community

    My Kol Nidrei 2025 Sermon on how our phones are amplifying the centrifugal force of the pull of our individual lives, sacrificing the centripetal force of community, by holding out a fake community, a false version of ourselves (the shadow masquerading as the soul), and building Temples for us to worship the A.I. gods.

    8 December 2025, 8:43 pm
  • 17 minutes 12 seconds
    Parashat Toldot: Is Imposter Syndrome a Fault or a Gift from God?

    This is a revision of a podcast I released several years ago. It focuses on Isaac as the patriarch of Imposter Syndrome. In my own life, I've come to make peace with my own Imposter Syndrome, seeing the anxiety I must live with as a gift that leads me not to shame, but to service. It has made me appreciate Isaac enormously.

    20 November 2025, 7:47 pm
  • 15 minutes 3 seconds
    What Can the Rabbinic Debate about Noah Teach Us About Equity?

    I relate the debate from Bereishit Rabbah to This American Life episode 550.

    28 October 2025, 3:09 pm
  • 26 minutes 17 seconds
    Maimonides' Laws of War & Talking About Gaza

    Most of us have been avoiding the painful conversations with friends and family over Gaza. Why? It seems like we have no common frame of reference, and so it hardly seems worth it. In this Rosh Hashanah sermon, I do something a little bizarre: I use Judaism's main halakhic code about war -- Maimonides' codification of all the Torah's statements on war-- to illuminate the war we are at with ourselves. My hope is that it opens us all up a little to each other.

    19 October 2025, 12:27 am
  • 25 minutes 48 seconds
    Getting "Miracles" Right in Judaism and in Our Lives (Yom Kippur Sermon 2025)

    Miracle may be the most misunderstood concept in Judaism. While some Jewish sects officially (like Chabad), and most Jews unofficially, construe "miracles" as supernatural interventions in the nature, as in Christianity, the Jewish tradition tends to understand the word "miracle" (in Biblical Hebrew: "nes") in a far more subtle way. In this sermon, I explain the true meaning of "nes" as "sign" or "that which is risen above the ordinary" to help us deepen our sense of God's presence in our everyday lives, and change our concept of God from a Being within reality to the Being that is Reality.

    9 October 2025, 10:19 pm
  • 12 minutes 34 seconds
    Parashat Behaalotkhah: Grievance and Getting the Leaders We Deserve

    In this long section of the Torah, where Miriam and Aaron are disciplined by God for challenging Moses, where Moses tries yet again to resign his leadership, where the 70 Elders to help Moshe go ahead and prophesy, but strangely nothing seems to come from it, I am struck by how much the parashah speaks to our time, where the strangest of leaders are getting elected. We learn from Torah that leadership is not just about being prophetic or charismatic or elected, leadership is relational.

    21 August 2025, 9:36 pm
  • 15 minutes 56 seconds
    Pinchas and Superman as our Mirror

    Rabbi Irwin Kula reminds us that when we engage deeply with Torah, it can serve "as our mirror" which illuminates our inner complexities, strivings, horizon of significance, so we can better understand ourselves, others, and the world. In this presentation, I note how the Biblical story of Pinchas (who gets his own name on a parashah!) is a little different than most Biblical narratives in that most generate debates that quote textual evidence, but Pinchas usually just has the binary of "you either read it one way or the other." In that, it is our mirror in a more immediate way than usual. I compare the Rabbinic view and legend of Pinchas as the Biblical "Superman" with the recent James Gunn movie, quoting from, among other places, the excellent essay by Will Rahn.

    24 July 2025, 2:52 pm
  • 54 minutes 56 seconds
    Abraham Joshua Heschel Second Class: Ethics vs Holiness

    We have grown accustomed to seeing Ethics and Holiness as virtually the same thing. I show that in order to properly understand Heschel's interlocking concepts of Blessing (berakhah), Faith (emunah), Awe (yirah), and Commandedness (Mitzvah), one needs to grasp that Ethics and Holiness are VERY different. This podcast has been edited to remove the Q&A, which sometimes found the material uncomfortable to their sensibilities.

    3 June 2025, 9:16 pm
  • 57 minutes 25 seconds
    Abraham Joshua Heschel First Class: Gratitude, Awe, and Actually Connecting to God

    The vast majority of work on Rabbi Abraham Joshua Heschel is academic:  summaries, clarification, footnotes and so on. In this series of classes, I'm here to show you how to live Heschel's religious philosophy, not understand it. In this first lecture, I show how one begins this process by first gathering three philosophies: 1) Schleiermacher, 2) Pragmatism, and 3) Phenomenology. With these basics, one is ready to identify what connecting to God looks like, whether you've ever done it yourself, and how it creates and informs Judaism.

    23 May 2025, 9:53 pm
  • 8 minutes 18 seconds
    Passover as the Secret High Holidays: Making Your Rosh Hashanah Resolutions Real Halfway Through the Journey

    There are two New Years on the Jewish calendar (in addition to the new years for trees and for flocks): Rosh Hashanah and First of Nissan (announced on Shabbat HaChodesh). The deep spiritual connection between the two is emphasized by reading the haftarah from Ezekiel, who sees the journey from the 1st of Nissan to Pesach as an equal mirror of the journey from Rosh Hashanah to Yom Kippur, and for whom Pesach is the real Yom Kippur. There is a deep and very practical message here: most of our Rosh Hashanah new years' resolutions may fall apart following Sukkot, but the best time to really enact those resolutions in a sustainable way is to use Pesach as the renewal of putting those resolutions into practice. Especially with the change and limitation on diet, the open discussion of what it means to serve God and your own soul during the Seder, THIS is the time to restart doing those resolutions. We're only halfway through the year: you've got six months of leaning into the homestretch, pulled by the gravity of the upcoming holidays. What are your new years' resolutions? How can you implement them during Pesach?

    1 April 2025, 2:07 pm
  • 10 minutes 38 seconds
    The Mishkan, Indigenous Wisdom, and the Right to Repair

    We often fail to appreciate the virtues of the Shepherd period of Judaism, which preceded the Israelite period. In this dvar Torah, I focus on the virtues of sustainability and repairability of the portable sanctuary (Mishkan) over the permanent version (Temple), and I apply it to legislation before state congresses today.

    11 March 2025, 2:10 pm
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