Scott Kahn

Orthodox Conundrum

Religion EN ↓ 300 episodes

The Orthodox Conundrum is a forum in which we look honestly at the Orthodox Jewish community, identifying what works well and what does not, so that, through an honest accounting, we can find solutions that will be successful. We will examine some of the major issues that affect the Orthodox world, without exaggeration, whitewashing, or pretending that they don't exist. Our hope is that the Orthodox Conundrum will spark wider discussion that will enable Orthodox Judaism to continue moving forward in the areas at which it excels, and to rectify the areas that need improvement.

Author

Scott Kahn

Category

Religion

Podcast website

jewishcoffeehouse.com

Latest episode

Jul 6, 2026

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Episodes

The New Face of American Antisemitism: Violence, Politics, and Denial (BONUS EPISODE) 19.06.2025

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...

Unscripted Reflections: Israel, Iran, and the Challenge of Faith in Wartime (251) 16.06.2025

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...

What Comes Next? Yaakov Katz on Israel's War, Netanyahu's Calculations, and the Search for an Endgame (250) 09.06.2025

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 uncer...

From Beit Lechem to the Royal Ball: Comparing and Contrasting the Book of Ruth and Cinderella, with Rabbi Dr. Joshua Berman (249) 26.05.2025

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 revis...

Can Physics Demonstrate God's Existence? (248) 19.05.2025

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 wisdo...

Having "The Talk": How Should Jewish Parents Talk to Kids About Sex? (Co-produced with Intimate Judaism) 14.05.2025

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. H...

The Pope, the Jews, and Israel: What to Anticipate From Pope Leo XIV, with Dr. Malka Simkovich (BONUS EPISODE) 12.05.2025

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 Je...

"You Can't Suppress the Light": The Radical Messages of Rav Kook for Orthodox Jews Today, with Professor Marc Shapiro (247) 05.05.2025

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,...

Inside the Real Rules of War: Colonel John Spencer vs. Media Myths About Israel and Hamas (246) 28.04.2025

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...

OTD, Datlash, and the Religious Spectrum: When Orthodox Jews Leave Orthodoxy with Rabbi Alex Israel (CLASSIC EPISODE) 21.04.2025

The Orthodox Conundrum Podcast is off this week, and we'll be back next week with a brand new episode. In the meantime, enjoy this classic episode about Orthodox Jews who leave Orthodoxy. There's a phenomenon in the Orthodox world which is called by various names, though most commonly "Off the Derech" or OTD, and "Datlash," short for "Dati Leshe'avar" - that is, formerly religious. For a community...

Celebrating Pesach in Challenging Times: Haggadah Insights from Eight Teachers of Torah (245) 07.04.2025

I'm doing something a little different this week. Instead of discussing an issue in the Jewish world, I want to offer some inspirational words about the Seder as we enter the final week before the beginning of Pesach. To that end, I invited several of my podcast guests from the past year to present ideas that they find meaningful, with the hope that they will enhance your own Seder as we navigate...

"There Are No Shortcuts to a Healthy Jewish Education": Empowering Growth Without Guilt or Fear, with Rabbi Dr. Judah and Rabbanit Shayna Goldberg (244) 31.03.2025

We are now less than two weeks away from the night of the Seder, which is almost certainly the most widely practiced example of Jewish education in action. And that raises the issue of how we should define healthy Jewish education in general, and how best we can achieve it. These questions are doubly important because while there are many wonderful Jewish schools, there are, unfortunately, numerou...

A Moral Voice for Religious Zionism: The Profound (and Profoundly Human) Thought of Rav Yehuda Amital, with Rabbi Moshe Taragin (243) 24.03.2025

This conversation with Rabbi Moshe Taragin presents an introduction to the profound - and profoundly human - religious philosophy of Rav Yehuda Amital zt'l, the founding rosh yeshiva of Yeshivat Har Etzion. Rav Amital's ideas fill a unique niche in the Religious Zionist world today, and in many ways stand as a corrective to some of the ideology that has become dominant in the dati leumi world. His...

Chutzpah - and Illegal Activity - in the Service of Dodging the Draft, with Sam Sokol (242) 17.03.2025

When hundreds of students enthusiastically sing and dance about dodging the draft, while thousands of others protect those same students by spending more and more time in the IDF because of a manpower shortage... something has gone seriously wrong. When institutions that receive millions of shekels of government money actively undermine the State of Israel by encouraging and celebrating draft dodg...

The Mainstreaming of Meir Kahane: A Halachic, Moral, and Theological Mistake, with Rabbi Dr. Tzvi Sinensky (241) 10.03.2025

Several recent articles have raised a troubling question: Is Rabbi Meir Kahane making a comeback? In the wake of the horrific murder of Shiri, Ariel, and Kfir Bibas, some influential pro-Israel voices have turned to Kahane's ideas, reviving a debate that many thought was long settled. In this episode, Rabbi Dr. Tzvi Sinensky and I dive deep into why this is a dangerous trend—one that must be confr...

The Abuser's Tool Box: Domestic Abuse in the Orthodox Community, with Keshet Starr (240) 03.03.2025

Domestic abuse is one of those topics that, sometimes, we simply wish would go away. It's certainly among the very worst experiences that a person can have, yet it brings forward feelings of shame and failure, such that people are often reluctant to acknowledge that they are victims. Sometimes, they can't even name it - either because they don't recognize it for what it is, or because they are emb...

The Vanishing Art of Jewish Conversation (and What To Do About It), with Dr. Yosefa Fogel Wruble (239) 24.02.2025

The act of talking - dignified and informative conversation, where people connect on a serious level with one another - is essential to the Jewish experience. This goes back to the very creation of Adam; the Torah describes God as breathing a breath of life into Adam, after which he became a nefesh chaya - a living soul. Targum Onkelos famously translates that phrase as ruach memalela - a speaking...

Religious Jews and Dishonesty: Tax Fraud, Zoning Violations, Downplaying Risk, and More, with Rabbi Jeremy Wieder (238) 17.02.2025

The Torah is very clear that theft is forbidden; no one doubts that this is true. It is, accordingly, very disturbing that religious Jews as a community don't seem to be more ethical in these matters than people who don't see the Torah as their guide to life. I am not suggesting that Orthodox Jews are worse than anyone else in these matters; I cannot possibly know if that's true. It does seem, how...

The Ethics of Population Transfers & Prisoner Swaps, Defining "Innocent Civilians," and Other Urgent Ethical Dilemmas, with Rabbi Dr. Shlomo Brody (237) 10.02.2025

Ever since President Trump presented his plan (or his idea, as it's unclear how planned out this really is) about resettling the Arab population of Gaza, the Jewish world has been in an uproar. Very loud voices on both sides of the issue have been talking not so much about its feasibility - many are extremely skeptical that this could ever come to fruition - but about whether it is ethical. Some i...

When the Doctor Becomes the Patient: A Conversation with Dr. Avi Rockoff (236) 03.02.2025

What is it like for a doctor, who has spent his life treating patients, to become a patient himself? That was the experience of Dr. Avi Rockoff when he learned that he had a very serious form of prostate cancer, and which he chronicles in his new book, When the Doctor Becomes the Patient . He was exposed to what he terms "the medical industrial complex" from the other side of the physician's desk,...

History Repeating Itself: Diaspora-Israel Tensions in 200 BCE and 2025 CE, with Dr. Malka Z. Simkovich (235) 27.01.2025

William Faulkner in Requiem for a Nun famously wrote, "The past is never dead. It's not even past." I repeatedly thought of that line as I read Dr. Malka Simkovich's recent book, Letters From Home: The Creation of Diaspora in Jewish Antiquity . In that book she investigates the relationship of Jews living in the Land of Israel and Jews who remained in the diaspora after the conclusion of the Babyl...

The Fragility of Jewish Existence Comes to Israel: Applying the Thought of Rabbi Sacks to a Post-October 7th Jewish World, with Dr. Tanya White (234) 20.01.2025

I recorded this episode hours before the first three Israeli hostages were slated to be released, and as a ceasefire was just beginning to be implemented by Israel and Hamas. Many people have noted that while Hamas is parading throughout Gaza and claiming victory - which is an absurd inversion of reality - and while the vast majority of the world is celebrating the end of hostilities (at least for...

The Ceasefire: What It Means, Who Benefits, and What Must Happen Next, with Dr. Matthew Levitt (Orthodox Conundrum Special Episode) 16.01.2025

With the news that Israel and Hamas have agreed to a ceasefire deal, Scott spoke to counterterrorism and intelligence expert Dr. Matthew Levitt to learn what the ceasefire entails, in what ways this falls short of Prime Minister Netanyahu's insistence upon total victory, how victory should be defined, why this ceasefire is happening now, whether Hamas is deterred, the the possibility of another Oc...

Do You Care Enough About Israel? (And Do Israelis Care Enough About You?) (233) 13.01.2025

Do Jews outside of Israel care enough about Israel? This is a loaded and perhaps unfair question. How could anyone make that determination? Nevertheless, it's something I've been grappling with for some time, and I decided to pose this question on the Orthodox Conundrum Discussion Group on Facebook. Many people commented, both on the group and in private communications. And today's episode confron...

Downplaying Sexual Abuse, and Writing to a Judge to Request Leniency: When Good Intentions Go Very, Very Wrong (232) 06.01.2025

This episode of the Orthodox Conundrum discusses sexual abuse and child sexual abuse material. Listener discretion is advised. Sexual abuse is a problem everywhere, and the Orthodox community is no exception. While there unquestionably is more awareness of the problem today than there was in the past, there is still a long way to go before we can be proud of our record. One of the ongoing and very...

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