It's Time for a Jewish Middle Earth: Cultivating Imagination in Torah Teaching with Olivia Friedman (231)
Release Date: 12/16/2024
Emergency Episode: The U.S. Attacks Iran — What It Means for Israel, Hamas, and the Future of the War (252)
Orthodox Conundrum
When the United States bombed Iran’s nuclear sites this week, the Middle East—and the world—entered a new phase of conflict. In this urgent episode, Scott speaks once again with Yaakov Katz, former editor of The Jerusalem Post, about what these strikes mean for Israel’s war effort, the potential consequences of regime change in Iran, the risks of escalation, and how this moment may redefine the geopolitical landscape. This is essential listening for anyone who wants to understand what’s really happening beyond the headlines. Check out the Tehillim Unveiled Podcast! Their episode on...
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The New Face of American Antisemitism: Violence, Politics, and Denial (BONUS EPISODE)
Orthodox Conundrum
Two Israeli embassy staffers shot in Washington. Jewish activists burned in Boulder. A mayoral candidate in New York who refused to condemn the Holocaust gaining momentum. Antisemitism in the United States is no longer hiding in the shadows — it’s on the march, in broad daylight. In this urgent bonus episode of Orthodox Conundrum, Scott Kahn speaks with Rabbi Chaim Steinmetz and Andy Weiss about the troubling rise in antisemitic violence and rhetoric, the mainstreaming of hate, and how American Jews are responding — with concern, activism, and a growing sense of alarm. From Zohran...
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Unscripted Reflections: Israel, Iran, and the Challenge of Faith in Wartime (251)
Orthodox Conundrum
In this spontaneous and unfiltered episode of Orthodox Conundrum, Scott shares heartfelt reflections on Israel’s war against Iran—not from a political or military perspective, but through personal experience and the lens of faith. What does it mean to believe in Divine providence during a time of fear and uncertainty? How should we grapple with the moral and spiritual implications of war? Without a script or agenda, this episode wrestles with the difficult questions that arise when religious conviction meets the harsh realities of conflict. Check out Orthodox Conundrum Commentary on...
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What Comes Next? Yaakov Katz on Israel’s War, Netanyahu’s Calculations, and the Search for an Endgame (250)
Orthodox Conundrum
Twenty months into the war with Hamas, many Israelis and supporters abroad are asking the same urgent question: how will this end? In this in-depth episode of Orthodox Conundrum, Scott Kahn is joined by Yaakov Katz, one of Israel’s most respected journalists and author of While Israel Slept, to examine whether Israel’s military goals are still realistic — or even defined. They discuss the uncertain state of the war, Netanyahu’s political maneuvering, the role of the Chareidi parties, international pressure, and the trust gap between the government and the public. It’s a sobering...
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From Beit Lechem to the Royal Ball: Comparing and Contrasting the Book of Ruth and Cinderella, with Rabbi Dr. Joshua Berman (249)
Orthodox Conundrum
Megilat Rut — the Book of Ruth — is one of the most beloved and widely read books in the Hebrew Bible. Because we read it annually on Shavuot, many people are familiar with its basic storyline. But its very familiarity can sometimes obscure its most powerful messages. In this episode, I’m joined by Rabbi Dr. Joshua Berman of Bar Ilan University, who offers a fascinating lens through which to revisit Ruth’s story: the world’s most popular fairytale — Cinderella. By comparing the two narratives, Rabbi Berman uncovers striking parallels and, more importantly, profound differences that...
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Can Physics Demonstrate God's Existence? (248)
Orthodox Conundrum
Can science be a vehicle to get closer to God? The Rambam famously answered in the affirmative. In the second of the 1000 chapters of his Mishneh Torah, Hilchot Yesodei HaTorah chapter 2, the Rambam writes, “What is the method towards loving and fearing God? At the moment that a person investigates His wondrous and massive actions and creations, and sees through them His endless and infinite wisdom, he immediately loves, praises, and extols, and desires tremendously to know the great Name. In the words of David, ‘My soul thirsts for God, the living divine.’ And when he thinks about these...
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Having “The Talk”: How Should Jewish Parents Talk to Kids About Sex? (Co-produced with Intimate Judaism)
Orthodox Conundrum
Please note that this episode discusses sensitive topics and uses explicit language. Listener discretion is advised. Today, the Orthodox Conundrum is releasing a new episode of Intimate Judaism that my Intimate Judaism co-host, Talli Rosenbaum, and I recorded with Yonina Rubinstein, where we explore how parents can approach conversations about sexuality with sensitivity, clarity, and confidence. How can we talk to kids about sex in a way that’s honest, healthy, and grounded in Jewish values? Yonina offers practical strategies for different ages and stages, explains the importance of modeling...
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The Pope, the Jews, and Israel: What to Anticipate From Pope Leo XIV, with Dr. Malka Simkovich (BONUS EPISODE)
Orthodox Conundrum
Last Thursday, Cardinal Robert Prevost of Chicago became Pope Leo XIV. While Jews may believe that this shouldn’t matter to us at all, this is most likely false. The pope commands the allegiance of well over a billion Roman Catholics worldwide, and his ability to help shape their opinions about the Jewish people and Israel should not be underestimated. To discuss what his election means for the Jewish people, and to review his predecessor Pope Francis’s record towards Jews and the Jewish state, I was honored to speak to Dr. Malka Simkovich. Malka has an interesting vantage point, as she is...
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"You Can't Suppress the Light": The Radical Messages of Rav Kook for Orthodox Jews Today, with Professor Marc Shapiro (247)
Orthodox Conundrum
The thought of Rav Avraham Yitzchak HaKohen Kook, who died in 1935, remains extremely influential today in religious Zionist circles. Rav Kook’s ideology, particularly as interpreted by his son, Rav Tzvi Yehuda Kook, in books like Orot, has helped to set the agenda for much of the dati leumi world. Over the past couple of decades, however, additional works written by Rav Kook have been published, and some of the ideas they contain are extraordinarily fascinating and at times radical, even as they often have little to do with the Land of Israel or Zionism. These ideas, far from being dated,...
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Inside the Real Rules of War: Colonel John Spencer vs. Media Myths About Israel and Hamas (246)
Orthodox Conundrum
Colonel John Spencer, one of the world's leading experts on urban warfare, joins me for a wide-ranging conversation about Israel’s war against Hamas. We dive deep into the realities of modern combat, the strict standards of international law, and the false accusations of "genocide" being leveled against Israel. Colonel Spencer also shares insights from his recent high-profile debate alongside Dave Smith on Piers Morgan Uncensored, where he pushed back against the misinformation dominating media narratives. We talk about the dangers of influencer-driven disinformation, the moral challenges...
info_outlineIs Jewish education too focused upon a rationalist and scientific worldview, such that we sometimes don’t leave enough room for the imagination? I think that this may be true for large segments of the Orthodox world, particularly among the Modern Orthodox population. While we dare not undermine the great advances that our scientific worldview has given humanity, an overemphasis on rationality can also eliminate wonder and mystery from our understanding of the universe - and that can undermine our ability to live a full and even colorful Judaism. This doesn’t mean that we should deny a rationalist approach so much as it implies that we shouldn't narrow Torah and Judaism so that only one approach is considered valid.
Olivia Friedman is an educator who has given significant thought to this issue, and I was pleased to discuss how Jews in general, and teachers in particular, need to help cultivate the imagination in order to help generate a fuller and richer Jewish experience. This doesn’t mean to just pretend; sometimes it means to open ourselves up to the fact that we actually know much less than we think we do. In that vein, Olivia and I talked about the the difference between “happening truth” and “story truth,” the possibility of taking some surprising midrashim literally, how we we can acknowledge the existence of multiple truths without falling into the trap of thinking of truth as relative, what can we learn from the movie “Wicked” about the different types of truth, why teaching midrash from kindergarten through 8th grade is essential to our kids’ Jewish development (and why using only pshat creates serious educational and theological problems), whether we should we establish a hard distinction between pshat and drash, the importance of pointing out that midrash isn’t just fantasy literature, but a serious genre based on very close reading - and yet why it’s time for the creation of more Jewish fantasy literature along the lines of the work of J.R.R. Tolkien and C.S. Lewis, the ways that we unfortunately “shrink the world down to the size of our certainties,” and more.
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