Orthodox Conundrum
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.
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Turning Criminals Into Heroes: Rabbi Jeremy Wieder on Rubashkin, Pollard, and Moral Clarity (275)
01/05/2026
Turning Criminals Into Heroes: Rabbi Jeremy Wieder on Rubashkin, Pollard, and Moral Clarity (275)
Check out Orthodox Conundrum Commentary on Substack and get your free subscription by going to - and paid subscribers get this and other episodes of the Orthodox Conundrum Podcast ad-free and with additional bonus content! There’s a recurring pattern in parts of the Orthodox world - one that has always troubled me, but in recent years has become impossible to ignore. We take individuals who have committed serious wrongdoing, sometimes admitted it in court, sometimes even served jail time, and we nevertheless elevate them to the status of heroes - not necessarily despite their criminal behavior, but in some ways almost because of it. Just a couple of weeks ago, Mishpacha magazine ran a glowing feature calling Sholom Rubashkin “the emunah and bitachon rebbe of the entire Jewish world,” as though the only relevant fact of his story is his early release from prison. But as the record makes clear, including extensive evidence presented at trial, Rubashkin was involved in significant fraud, money laundering, and the exploitation of undocumented workers. Was his sentence excessive and unfair? Absolutely. Was there government overreach? No question. But that’s not the same thing as innocence, and certainly not a basis for turning someone into a moral authority. Let me be clear: many of us have done things that we’re not proud of, and that we wish we had done differently. The fact that Rubashkin went to jail is not the issue, so much as the fact that despite the real evidence, much of the Orthodox world treats him as if he were an innocent man who did nothing wrong, rather than an example of someone who was both perpetrator and victim. If he presented himself as an example of a baal teshuva, I would have no complaint. I would be pleased and fully supportive if we looked at him as someone who committed crimes, but has repented and is now living an honest life. And if he acknowledged his conviction as just and also complained about government overreach, he would be in the right. But that’s not what’s happening - and the consequences for the Orthodox self-image and behavior are serious. And this is not just a Haredi phenomenon. In the Modern Orthodox world, Jonathan Pollard has long been held up as a heroic defender of Israel. But as Rabbi Jeremy Wieder points out in our conversation, Pollard betrayed the country of which he was a citizen, took large sums of money for his actions, and passed along intelligence, the scope of which none of us fully know. The fact that the U.S. government mishandled his sentencing - which is terrible - does not magically transform espionage into idealism. So why do we do this? Why does our community repeatedly turn criminals into role models—sometimes even into teachers of faith and morality? What psychological, sociological, and ideological needs are we trying to satisfy? And more importantly: what message are we sending to our children when we confuse suffering with righteousness, and denial with integrity? In today’s episode, Rabbi Jeremy Wieder helps us unpack all of this. We discuss Rubashkin, Pollard, Aryeh Deri, the role of media and influencers, the dangers of denial and victimhood narratives, and the guardrails communities should adopt so that real role models—not the loudest, or the most dramatic, or the most persecuted—become the people we admire. It’s an honest and necessary conversation about integrity, responsibility, and choosing heroes who actually reflect Torah values. We're excited to announce that we at Jewish Coffee House are continuing to expand the conversation by bringing you—our listeners—into the mix. Introducing JCH Q&A, an exciting new podcast where listener-submitted questions are answered in a thoughtful, honest, and engaging way. We plan to dive deep into your pressing hashkafic, political, and philosophical questions. We will address the ideas that matter, the issues that challange us, and the topics that spark real curiosity. To submit a question for our first episode, you must be a member of the JCH Podcast WhatsApp Community. () No question is off limits, and all submissions will remain anonymous. We're looking forward to answering your questions on our first episode! Please listen to and share this podcast, and let us know what you think on the Orthodox Conundrum Discussion Group on Facebook (). Thanks to all of our Patreon subscribers, who have access to bonus JCH podcasts, merch, and more - we appreciate your help, and hope you really enjoy the extras! Visit the JCH Patreon site at . Check out for the Orthodox Conundrum and other great podcasts, and remember to subscribe to them on your favorite podcast provider. Also visit to learn all about creating your own podcast. Music: "Happy Rock" by bensound.com
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A Person is a Subject, not an Object: New Traditional Perspectives on Tzniut, with Bracha Poliakoff and Rabbi Anthony Manning (CLASSIC EPISODE)
12/29/2025
A Person is a Subject, not an Object: New Traditional Perspectives on Tzniut, with Bracha Poliakoff and Rabbi Anthony Manning (CLASSIC EPISODE)
Enjoy this classic episode from May, 2023. We'll be back next week with a brand new episode. Tzniut is triggering. That became clear when the Orthodox Conundrum Podcast released episode 145 entitled, “The Challenges of Teaching Tzniut & the Challenges of Being Tzanua, with Shayna Goldberg.” That episode, in which Scott asked Shayna to focus on issues related to tzniut (modesty) and clothing, addressed some of the most pressing concerns, and the conversation generated quite a bit of discussion. Today’s conversation is again about tzniut, this time about tzniut as a whole, and from the perspectives of Bracha Poliakoff and Rabbi Anthony Manning, the authors of a very well-received new book entitled, Reclaiming Dignity: A Guide to Tzniut for Men and Women. In this wide-ranging discussion, Scott spoke with his guests about some of the same issues discussed in the earlier podcast as well as some that are quite different. Among the topics are how to define tzniut, what has gone wrong in education for tzniut that so many people are turned off by the very word and the trauma some experience when it comes to tzniut, how to legitimize different approaches, the problem of weaponizing modesty in order to delegitimize others, how much of tzniut is subjective, the confusing of the terms tzniut and erva and the consequent problems, whether obsessing about modesty leads to oversexualization of women, the judgmentalism that seems to be part and parcel of typical thinking about tzniut, and much more. Check out Orthodox Conundrum Commentary on Substack and get your free subscription by going to . We're excited to announce that we at Jewish Coffee House are continuing to expand the conversation by bringing you—our listeners—into the mix. Introducing JCH Q&A, an exciting new podcast where listener-submitted questions are answered in a thoughtful, honest, and engaging way. We plan to dive deep into your pressing hashkafic, political, and philosophical questions. We will address the ideas that matter, the issues that challange us, and the topics that spark real curiosity. To submit a question for our first episode, you must be a member of the JCH Podcast WhatsApp Community. () No question is off limits, and all submissions will remain anonymous. We're looking forward to answering your questions on our first episode! Please listen to and share this podcast, and let us know what you think on the Orthodox Conundrum Discussion Group on Facebook (). Thanks to all of our Patreon subscribers, who have access to bonus JCH podcasts, merch, and more - we appreciate your help, and hope you really enjoy the extras! Visit the JCH Patreon site at . Check out for the Orthodox Conundrum and other great podcasts, and remember to subscribe to them on your favorite podcast provider. Also visit to learn all about creating your own podcast. Music: "Happy Rock" by bensound.com
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When Non-Jews Define Judaism for Jews: Alyza Lewin on Reclaiming Jewish Peoplehood in an Age of Intimidation (274)
12/23/2025
When Non-Jews Define Judaism for Jews: Alyza Lewin on Reclaiming Jewish Peoplehood in an Age of Intimidation (274)
There is a fundamental mistake that many people still make about Jews: they see Judaism exclusively as a faith, so they assume Jewish needs are basically religious accommodations, kosher food, holiday absences, maybe a space to pray. But my guest today, attorney Alyza Lewin, argues that if that’s your starting point, you completely misunderstand the nature of Judaism, and what Jews are experiencing across the world. Because what we are watching on campuses, on Bondi Beach, and in the international vilification of Israel is the vilification and targeting of Jews as a people, on the basis of peoplehood, ancestral heritage, and our connection to the Land of Israel - even though those who do so may not publicly acknowledge that this is their philosophy of Judaism. And that itself is part of the problem: people who are not Jewish who think that they can decide the definition of Judaism and Jewishness. This is a process that is happening now, but its antisemitic roots go back 800 years. That is part of why the chants and the intimidation land the way they do, and why the world’s inability to even recognize the nature of the attack has left so many Jews feeling isolated. Strangely enough, Alyza argues that despite the pain, there is a silver lining: namely, the reinvigoration of Jewish identity, and faith in God, among many of those who, until October 7th, gave very little thought to their Jewish heritage. So in this conversation, we address a series of very practical questions, rather than dealing with antisemitism in the abstract. We ask how, in a society with broad legal protections for free speech, we should deal with the huge grey zone where speech has consequences the law may not address. How do we distinguish good faith political debate from the vilification of Jews, especially when universities watched this for years and still misread it as a normal dialogue? What should Jewish students do when activists demand that they shed Jewish peoplehood and connection to Israel in order to be accepted, and why does Alyza insist the answer is not to take the bait, but to say clearly: you have no right to tell me what it means to be Jewish? Should we retire the term Zionism, or reclaim it? And crucially, we also tackle one of the most emotionally charged pairings in today’s discourse: antisemitism and Islamophobia, and how that framing often shapes, and sometimes distorts, the conversation in the public square. Ultimately, we are dealing with reinvigoration of Jewish peoplehood. Because if we do not name Jewish peoplehood clearly, we will keep losing the argument before it even begins. Check out Orthodox Conundrum Commentary on Substack and get your free subscription by going to . We're excited to announce that we at Jewish Coffee House are continuing to expand the conversation by bringing you—our listeners—into the mix. Introducing JCH Q&A, an exciting new podcast where listener-submitted questions are answered in a thoughtful, honest, and engaging way. We plan to dive deep into your pressing hashkafic, political, and philosophical questions. We will address the ideas that matter, the issues that challange us, and the topics that spark real curiosity. To submit a question for our first episode, you must be a member of the JCH Podcast WhatsApp Community. () No question is off limits, and all submissions will remain anonymous. We're looking forward to answering your questions on our first episode! Please listen to and share this podcast, and let us know what you think on the Orthodox Conundrum Discussion Group on Facebook (). Thanks to all of our Patreon subscribers, who have access to bonus JCH podcasts, merch, and more - we appreciate your help, and hope you really enjoy the extras! Visit the JCH Patreon site at . Check out for the Orthodox Conundrum and other great podcasts, and remember to subscribe to them on your favorite podcast provider. Also visit to learn all about creating your own podcast. Music: "Happy Rock" by bensound.com
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Jewish Particularism or Cultural Engagement: A Chanukah Debate, with Rabbi Yitzchok Adlerstein and Rabbi Dr. Raphael Zarum (273)
12/15/2025
Jewish Particularism or Cultural Engagement: A Chanukah Debate, with Rabbi Yitzchok Adlerstein and Rabbi Dr. Raphael Zarum (273)
To what degree should we assimilate non Jewish thought and culture into our intellectual, emotional, and spiritual lives? And to what degree does that question affect the way that we celebrate Chanukah? Rav Shimshon Raphael Hirsch expressed this tension directly when he wrote the following words: Chanukah represents the clash of two doctrines, two views, two civilizations, capable of molding opinions, training and educating those who until this very day compete for the mastery of the world. Hellenism and Judaism: These are the two forces whose effect upon the nations mark the historical development of mankind, and which surfaced in Judea for the first time in the days of Mattathias. Hellenism and Judaism: when examined in depth they are the two leading forces which today again are struggling for mastery in the Jewish world. Today I’m honored to host two talmidei chachamim who identify as Hirschians: Rabbi Yitzchok Adlerstein and Rabbi Raphael Zarum - and despite their shared reverence for the thought of Rav Hirsch, they approach this question, and their understanding of Chanukah, in very different ways. Rabbi Adlerstein leans into Chanukah as a celebration of Jewish individuality, the need for contrast and clarity. Only when we have a crystal clear awareness of the differences between Torah culture and Hellenic culture can we safely draw from the outside without losing ourselves. Chanukah, he says, is an expression of Jewish difference. Rabbi Zarum, in contrast, sees Chanukah quite differently. He believes that Chanukah highlights overlap as well as contrast. He points to the fact that we light candles at twilight right outside our homes - on the boundary between day and night, between our homes and the outside world - as emblematic of the challenge of going close to another culture without losing our own sense of self. He captures it by saying that we should assimilate it and not be assimilated by it. And then we move this discussion into a direction especially relevant to 2025, because engagement with culture today often refers to something very different from the best of Western thought. It is less Milton and more Netflix, which raises the stakes of this entire debate. So even if we agree that engaging with Western culture is a net positive, how much should we allow ourselves to be enriched by the low culture of movie ns and popular music rather than by the high culture of philosophy and classic literature? While they bring very different perspectives, what makes this conversation such a pleasure is the tone. It is warm, lively, and respectful, even when the disagreement is sharp. Make sure to listen to the new Chanukah episode of the Tehillim Unveiled Podcast with Ari Levisohn and Rav Jeremy Tibbetts by . Check out Orthodox Conundrum Commentary on Substack and get your free subscription by going to . We're excited to announce that we at Jewish Coffee House are continuing to expand the conversation by bringing you—our listeners—into the mix. Introducing JCH Q&A, an exciting new podcast where listener-submitted questions are answered in a thoughtful, honest, and engaging way. We plan to dive deep into your pressing hashkafic, political, and philosophical questions. We will address the ideas that matter, the issues that challange us, and the topics that spark real curiosity. To submit a question for our first episode, you must be a member of the JCH Podcast WhatsApp Community. () No question is off limits, and all submissions will remain anonymous. We're looking forward to answering your questions on our first episode! Please listen to and share this podcast, and let us know what you think on the Orthodox Conundrum Discussion Group on Facebook (). Thanks to all of our Patreon subscribers, who have access to bonus JCH podcasts, merch, and more - we appreciate your help, and hope you really enjoy the extras! Visit the JCH Patreon site at . Check out for the Orthodox Conundrum and other great podcasts, and remember to subscribe to them on your favorite podcast provider. Also visit to learn all about creating your own podcast. Music: "Happy Rock" by bensound.com
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A $10,000 Bottle of Scotch: Alcohol Abuse, Conspicuous Consumption, and Orthodox Life Today, with Rabbi Jonathan Muskat and Rachel Tuchman (272)
12/08/2025
A $10,000 Bottle of Scotch: Alcohol Abuse, Conspicuous Consumption, and Orthodox Life Today, with Rabbi Jonathan Muskat and Rachel Tuchman (272)
A tragic drunk driving case in Lakewood has pushed an uncomfortable question to the surface. What happens when "Toameha," kiddush clubs and casual drinking culture quietly normalize alcohol misuse in our homes and shuls, especially for the teenagers who are watching us... and what happens when that same culture is surrounded by designer logos, luxury Shabbat tables and endless talk about hotels and vacations? In this episode, I speak with Rabbi Jonathan Muskat and mental health counselor Rachel Tuchman about the growing Toameha phenomenon, problem drinking that does not always look like classic alcoholism, and conspicuous indulgence in luxury in the Orthodox world. Together we explore what all of this is teaching our children about Torah values, tzniut and success, and how parents, educators and communities can begin to change the conversation without pretending that any of us are immune. Check out Orthodox Conundrum Commentary on Substack and get your free subscription by going to . We're excited to announce that we at Jewish Coffee House are continuing to expand the conversation by bringing you—our listeners—into the mix. Introducing JCH Q&A, an exciting new podcast where listener-submitted questions are answered in a thoughtful, honest, and engaging way. We plan to dive deep into your pressing hashkafic, political, and philosophical questions. We will address the ideas that matter, the issues that challange us, and the topics that spark real curiosity. To submit a question for our first episode, you must be a member of the JCH Podcast WhatsApp Community. () No question is off limits, and all submissions will remain anonymous. We're looking forward to answering your questions on our first episode! Please listen to and share this podcast, and let us know what you think on the Orthodox Conundrum Discussion Group on Facebook (). Thanks to all of our Patreon subscribers, who have access to bonus JCH podcasts, merch, and more - we appreciate your help, and hope you really enjoy the extras! Visit the JCH Patreon site at . Check out for the Orthodox Conundrum and other great podcasts, and remember to subscribe to them on your favorite podcast provider. Also visit to learn all about creating your own podcast. Music: "Happy Rock" by bensound.com
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Chosen Vs. Unchosen Vs. Rejected: The Idea of a Chosen People in an Antisemitic World, with Rabbanit Yael Leibowitz (271)
12/01/2025
Chosen Vs. Unchosen Vs. Rejected: The Idea of a Chosen People in an Antisemitic World, with Rabbanit Yael Leibowitz (271)
In the past two years many Jews have felt as if the world they thought they knew simply disappeared. Western democracies, universities, and social justice spaces that once seemed welcoming - or at least somewhat neutral - have turned openly hostile toward Israel and the Jewish people. At the center of much of this hatred is a familiar accusation: that Jews think they are chosen, and accordingly, Jews think they are better. While we wholeheartedly reject the antisemitism implicit in this assertion, we need to honestly confront what the idea of a chosen people means, and what it says about our role on the world stage. Equally important is the question of what the concept of chosenness implies about the other nations of the world which, presumably, are somehow not chosen. Does that mean they’re rejected? And for that matter, why did God choose a people in the first place, rather than eliminating the concept altogether? In this episode I speak with Tanach scholar Yael Leibowitz about what chosenness actually means in the Bible, and what it does not mean. We look at the earliest stories in Bereishit from Cain and Hevel, to the Tower of Bavel, to Abraham, Sodom and Gemorrah, and Saul and Amalek and ask what they can teach us about Jewish distinctiveness, responsibility, and the rage that difference can provoke. We also talk about how Tanach should and should not be used as a guide to contemporary geopolitics; the danger of turning verses into an inappropriate defense of ultranationalism; and what it means to insist on moral clarity about evil like the atrocities of October 7, while retaining a sense of nuance and avoiding simplistic, reductionist thinking. In particular, I was fascinated by Yael’s contention that the stories of Tanach represent repeating motifs that recur throughout human and Jewish history. In this way, Tanach teaches us as much about the present as about what happened millennia ago. At the same time, Yael openly addresses the flip side of that coin by talking about why certain events in Tanach cannot be seen as norms that should be implemented today. If you have ever struggled with the idea of the chosen people, or wondered how to defend it in a world that uses it against us, this conversation is for you. To order Yael's new book Ezra-Nehemiah: Retrograde Revolution, . Check out Orthodox Conundrum Commentary on Substack and get your free subscription by going to . We're excited to announce that we at Jewish Coffee House are continuing to expand the conversation by bringing you—our listeners—into the mix. Introducing JCH Q&A, an exciting new podcast where listener-submitted questions are answered in a thoughtful, honest, and engaging way. We plan to dive deep into your pressing hashkafic, political, and philosophical questions. We will address the ideas that matter, the issues that challange us, and the topics that spark real curiosity. To submit a question for our first episode, you must be a member of the JCH Podcast WhatsApp Community. () No question is off limits, and all submissions will remain anonymous. We're looking forward to answering your questions on our first episode! Please listen to and share this podcast, and let us know what you think on the Orthodox Conundrum Discussion Group on Facebook (). Thanks to all of our Patreon subscribers, who have access to bonus JCH podcasts, merch, and more - we appreciate your help, and hope you really enjoy the extras! Visit the JCH Patreon site at . Check out for the Orthodox Conundrum and other great podcasts, and remember to subscribe to them on your favorite podcast provider. Also visit to learn all about creating your own podcast. Music: "Happy Rock" by bensound.com
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Painful Questions and Unconditional Love: Orthodox Parents and Their LGBTQ Children, Part Two - with Rabbi Menachem Penner and Rabbi Yakov Horowitz (270)
11/24/2025
Painful Questions and Unconditional Love: Orthodox Parents and Their LGBTQ Children, Part Two - with Rabbi Menachem Penner and Rabbi Yakov Horowitz (270)
Back in August, I released a conversation with Rabbi Yakov Horowitz about Orthodox parents whose children come out as LGBTQ. The feedback to that episode was intense. Some listeners wrote that they finally felt seen. Others said that they were deeply uncomfortable. Quite a few parents asked what they should actually do when their son or daughter comes out to them, and how they can respond with genuine love while remaining faithful to halacha. Those questions are not theoretical. They are deeply personal, and they are coming from people who keep Shabbat, send their kids to day schools, sit in our shuls, and are trying to raise their families as loyal Torah Jews. Ignoring them does not make them go away. Today I am speaking with two people who have decided not to look away. Rabbi Menachem Penner is the former dean of RIETS and currently serves as the executive vice president of the Rabbinical Council of America. Together with his wife Adeena he founded Kesher Families, an organization that supports Orthodox parents of LGBTQ children. Rabbi Yakov Horowitz is the founder of Project YES and a co leader of Kesher Families, and he joined me for that earlier conversation. In this episode we talk about what moved the Penners to start Kesher Families, what it was like for Rabbi Penner to be a very public rabbinic figure when his son came out, and why they chose to share their family story with the broader community. We discuss the first things a parent should and should not say when a child comes out, the confusion that many young people feel as they try to understand their own sexual identity, and how parents can balance acceptance of what a child is telling them with the awareness that some parts of the story may still be unfolding. We also look at how attitudes in the Orthodox world have changed over the past decade, what has improved, what remains painful, and whether it is really possible to increase compassion and understanding without abandoning our mesorah. And finally, I ask both of my guests what single message they most want the Orthodox community to hear about LGBTQ children and their families. To learn more about all that Dreamearly does, go to . Make sure to check out the excellent of the Stream of Dreamearly Podcast with Dr. David Rosmarin. To contact Kesher Families, . Follow Rabbi Yakov Horowitz on Instagram - and . Check out Orthodox Conundrum Commentary on Substack and get your free subscription by going to . We're excited to announce that we at Jewish Coffee House are continuing to expand the conversation by bringing you—our listeners—into the mix. Introducing JCH Q&A, an exciting new podcast where listener-submitted questions are answered in a thoughtful, honest, and engaging way. We plan to dive deep into your pressing hashkafic, political, and philosophical questions. We will address the ideas that matter, the issues that challange us, and the topics that spark real curiosity. To submit a question for our first episode, you must be a member of the JCH Podcast WhatsApp Community. () No question is off limits, and all submissions will remain anonymous. We're looking forward to answering your questions on our first episode! Please listen to and share this podcast, and let us know what you think on the Orthodox Conundrum Discussion Group on Facebook (). Thanks to all of our Patreon subscribers, who have access to bonus JCH podcasts, merch, and more - we appreciate your help, and hope you really enjoy the extras! Visit the JCH Patreon site at . Check out for the Orthodox Conundrum and other great podcasts, and remember to subscribe to them on your favorite podcast provider. Also visit to learn all about creating your own podcast. Music: "Happy Rock" by bensound.com
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Hostility, Confusion, and Ideological Pressure: Outreach in a Changing World, with Rabbi Mark Wildes (269)
11/17/2025
Hostility, Confusion, and Ideological Pressure: Outreach in a Changing World, with Rabbi Mark Wildes (269)
Zohran Mamdani - a politician who openly rejects Israel’s right to exist as a Jewish state, yet insists that this has nothing to do with antisemitism - is now the mayor-elect of New York City. He points to a small number of Jewish supporters as evidence, while promoting a worldview in which Israel is framed as a genocidal, apartheid project. New York is home to the largest Jewish community in the diaspora. When that city elects a proudly anti-Zionist mayor, it sends a message far beyond one municipality. It raises hard questions: What does it mean for Jewish security, for public discourse about Israel, and for the way younger Jews understand the connection between antisemitism and anti-Zionism? Does this moment push more Jews to consider aliyah, or does it demand that they stay and push back? And what does kiruv look like in an atmosphere saturated with hostility, confusion, and ideological pressure? My guest confronts these questions every day. Rabbi Mark Wildes is the founder of Manhattan Jewish Experience, which has spent decades helping unaffiliated Jews in their 20s and 30s build a deeper relationship with Torah, Shabbat, and the Jewish people. In our conversation, we talk about what he fears will tangibly change on the ground as a result of Mamdani’s election, why the supposed split between anti-Zionism and antisemitism is so dangerous, and how Rabbi Wildes speaks to students who are center-left, skeptical about Israel, or openly anti-Zionist. We also discuss his new book, : why he chose to organize basic Judaism around the concepts of God, Torah, prayer, Shabbat, chesed, and tikkun olam; why Shabbat and Jewish wisdom are the best first steps for Jews who feel worn down by the headlines; and how to reclaim tikkun olam from its political distortions without abandoning the real Torah value behind it. We also look at “spreadsheet kiruv,” which emphasizes metrics in determining how successful an outreach program is; how outreach can avoid treating people as projects, and why one small act — a Shabbat meal, a class, even a moment of being pulled into a dance circle — can change a Jewish life in ways none of us may even recognize. This is a wide-ranging conversation that touches on so many aspects of kiruv, including ma’amarei Chazal, politics, Pet Sounds, and Sgt. Pepper. Check out Orthodox Conundrum Commentary on Substack and get your free subscription by going to . We're excited to announce that we at Jewish Coffee House are continuing to expand the conversation by bringing you—our listeners—into the mix. Introducing JCH Q&A, an exciting new podcast where listener-submitted questions are answered in a thoughtful, honest, and engaging way. We plan to dive deep into your pressing hashkafic, political, and philosophical questions. We will address the ideas that matter, the issues that challange us, and the topics that spark real curiosity. To submit a question for our first episode, you must be a member of the JCH Podcast WhatsApp Community. () No question is off limits, and all submissions will remain anonymous. We're looking forward to answering your questions on our first episode! Please listen to and share this podcast, and let us know what you think on the Orthodox Conundrum Discussion Group on Facebook (). Thanks to all of our Patreon subscribers, who have access to bonus JCH podcasts, merch, and more - we appreciate your help, and hope you really enjoy the extras! Visit the JCH Patreon site at . Check out for the Orthodox Conundrum and other great podcasts, and remember to subscribe to them on your favorite podcast provider. Also visit to learn all about creating your own podcast. Music: "Happy Rock" by bensound.com
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Mamdani, Fuentes, Tucker, and Mainstreaming Antisemitism: Jonathan Greenblatt on the Growing Threat from the Left and the Right (268)
11/10/2025
Mamdani, Fuentes, Tucker, and Mainstreaming Antisemitism: Jonathan Greenblatt on the Growing Threat from the Left and the Right (268)
In recent weeks we have watched something many of us hoped we would not see in the United States: openly anti-Zionist and even openly antisemitic voices moving from the margins into the mainstream. Zohran Mamdani’s victory in New York raises the chilling possibility that hostility to Israel is now an electoral asset. At the same time, parts of the American right are flirting with figures like Nick Fuentes, a Holocaust denier who says Jews do not belong in Western civilization. To make sense of this moment, I spoke with Jonathan Greenblatt, CEO and National Director of the Anti Defamation League. We discussed why anti-Zionism is, in most cases, antisemitism; what Mamdani’s rise should signal to American Jews; why some university leaders defend the indefensible; where the Jewish community itself has made mistakes in fighting antisemitism; how to confront hatred coming from both sides of the political spectrum without turning it into a partisan game; and more. This is a blunt, timely, and deeply important conversation for anyone who cares about Jewish security and moral clarity in public life. Check out Orthodox Conundrum Commentary on Substack and get your free subscription by going to . We're excited to announce that we at Jewish Coffee House are continuing to expand the conversation by bringing you—our listeners—into the mix. Introducing JCH Q&A, an exciting new podcast where listener-submitted questions are answered in a thoughtful, honest, and engaging way. We plan to dive deep into your pressing hashkafic, political, and philosophical questions. We will address the ideas that matter, the issues that challange us, and the topics that spark real curiosity. To submit a question for our first episode, you must be a member of the JCH Podcast WhatsApp Community. () No question is off limits, and all submissions will remain anonymous. We're looking forward to answering your questions on our first episode! Please listen to and share this podcast, and let us know what you think on the Orthodox Conundrum Discussion Group on Facebook (). Thanks to all of our Patreon subscribers, who have access to bonus JCH podcasts, merch, and more - we appreciate your help, and hope you really enjoy the extras! Visit the JCH Patreon site at . Check out for the Orthodox Conundrum and other great podcasts, and remember to subscribe to them on your favorite podcast provider. Also visit to learn all about creating your own podcast. Music: "Happy Rock" by bensound.com
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Charedi, Dati Leumi, Modern Orthodox, Traditional, Secular: Is Jewish Unity Even Possible? A Conversation with Rav Yosef Zvi Rimon (267)
11/03/2025
Charedi, Dati Leumi, Modern Orthodox, Traditional, Secular: Is Jewish Unity Even Possible? A Conversation with Rav Yosef Zvi Rimon (267)
Is Jewish unity even possible? In this urgent episode Rav Yosef Zvi Rimon faces the hardest questions raised by the draft crisis and by the widening gaps between Charedi, Dati Leumi, Modern Orthodox, Traditional, and Secular Jews. He explains why unity is not a slogan but a practical necessity and religious obligation with real consequences for security, community, and our shared future. With clarity and empathy he maps a path for principled disagreement, mutual responsibility, and practical steps that families, shuls, and schools can take right now. If you are tired of talking points and want a serious plan for healing rifts while staying true to conviction, this conversation is for you. Check out Orthodox Conundrum Commentary on Substack and get your free subscription by going to . We're excited to announce that we at Jewish Coffee House are continuing to expand the conversation by bringing you—our listeners—into the mix. Introducing JCH Q&A, an exciting new podcast where listener-submitted questions are answered in a thoughtful, honest, and engaging way. We plan to dive deep into your pressing hashkafic, political, and philosophical questions. We will address the ideas that matter, the issues that challange us, and the topics that spark real curiosity. To submit a question for our first episode, you must be a member of the JCH Podcast WhatsApp Community. () No question is off limits, and all submissions will remain anonymous. We're looking forward to answering your questions on our first episode! Please listen to and share this podcast, and let us know what you think on the Orthodox Conundrum Discussion Group on Facebook (). Thanks to all of our Patreon subscribers, who have access to bonus JCH podcasts, merch, and more - we appreciate your help, and hope you really enjoy the extras! Visit the JCH Patreon site at . Check out for the Orthodox Conundrum and other great podcasts, and remember to subscribe to them on your favorite podcast provider. Also visit to learn all about creating your own podcast. Music: "Happy Rock" by bensound.com
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The World is a Beautiful Place... and We Need to Earn It: Talking About The Morning After with Dr. Erica Brown (266)
10/27/2025
The World is a Beautiful Place... and We Need to Earn It: Talking About The Morning After with Dr. Erica Brown (266)
What does the morning after really look like... when the dawn reveals not only light, but rubble and work? In this deeply personal conversation, Scott and Dr. Erica Brown ask how we craft a vision of where we’re going when optimism feels naïve, unity is fragile, and joy and grief insist on sharing the same space. Drawing on Rabbi Sacks’s distinction between optimism and hope, they explore how to build active hope through autonomy, giving, and purpose. They define Jewish unity as purposefulness rather than groupthink, wrestle with isolation and rising antisemitism in the diaspora, and consider Rav Kook’s “songs” of soul, people, humanity, and world in a time when many Jews feel pushed out of humanity’s choir. Along the way, Scott reflects on grandparenting amid loss; Erica introduces the idea of “prophetic social justice” and the power of a “destination postcard”—a concrete picture of a better future; and together they share practical ways families can bind their children’s wounds through volunteering and virtue. This is the morning after—honest, unsentimental, and stubbornly hopeful. Subscribe to Dr. Erica Brown's wonderful new Substack, Sacred Stamina, by . Check out Orthodox Conundrum Commentary on Substack and get your free subscription by going to . We're excited to announce that we at Jewish Coffee House are continuing to expand the conversation by bringing you—our listeners—into the mix. Introducing JCH Q&A, an exciting new podcast where listener-submitted questions are answered in a thoughtful, honest, and engaging way. We plan to dive deep into your pressing hashkafic, political, and philosophical questions. We will address the ideas that matter, the issues that challange us, and the topics that spark real curiosity. To submit a question for our first episode, you must be a member of the JCH Podcast WhatsApp Community. () No question is off limits, and all submissions will remain anonymous. We're looking forward to answering your questions on our first episode! Please listen to and share this podcast, and let us know what you think on the Orthodox Conundrum Discussion Group on Facebook (). Thanks to all of our Patreon subscribers, who have access to bonus JCH podcasts, merch, and more - we appreciate your help, and hope you really enjoy the extras! Visit the JCH Patreon site at . Check out for the Orthodox Conundrum and other great podcasts, and remember to subscribe to them on your favorite podcast provider. Also visit to learn all about creating your own podcast. Music: "Happy Rock" by bensound.com
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Seven Facets of Healing: Rabbi Leo Dee’s Blueprint for Jewish Resilience (265)
10/20/2025
Seven Facets of Healing: Rabbi Leo Dee’s Blueprint for Jewish Resilience (265)
This episode is dedicated to the complete recovery of יהונתן איתן בן בת שבע ברכה. How do we move from private anguish to collective strength? In this deeply personal and wide-ranging conversation, Rabbi Leo Dee shares the story of the day his wife and two daughters were murdered, and the seven-facet framework he built to keep living with faith and purpose. We walk through Family, Friends, Fitness, Frumkeit (spiritual life), Function (purpose), Finances (trust and control), and Fun (simcha/growth)... first as practices for an individual in pain, and then as a national toolkit for a people living through ongoing trauma. Instead of drilling into tactics, we explore the principles that make the Seven Facets portable, from the home to the community to the nation: how language and presence matter, how practice can carry belief, how purposeful action restores dignity, how trusting what we can’t control quiets anxiety, and how measured joy can coexist with memory. This episode is for anyone who refuses to let grief have the last word—and wants concrete, Torah-true ways to help themselves, their family, and Am Yisrael heal. to order Rabbi Dee's wonderful new book, The Seven Facets of Healing. Check out Orthodox Conundrum Commentary on Substack and get your free subscription by going to . We're excited to announce that we at Jewish Coffee House are continuing to expand the conversation by bringing you—our listeners—into the mix. Introducing JCH Q&A, an exciting new podcast where listener-submitted questions are answered in a thoughtful, honest, and engaging way. We plan to dive deep into your pressing hashkafic, political, and philosophical questions. We will address the ideas that matter, the issues that challange us, and the topics that spark real curiosity. To submit a question for our first episode, you must be a member of the JCH Podcast WhatsApp Community. () No question is off limits, and all submissions will remain anonymous. We're looking forward to answering your questions on our first episode! Please listen to and share this podcast, and let us know what you think on the Orthodox Conundrum Discussion Group on Facebook (). Thanks to all of our Patreon subscribers, who have access to bonus JCH podcasts, merch, and more - we appreciate your help, and hope you really enjoy the extras! Visit the JCH Patreon site at . Check out for the Orthodox Conundrum and other great podcasts, and remember to subscribe to them on your favorite podcast provider. Also visit to learn all about creating your own podcast. Music: "Happy Rock" by bensound.com
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Eulogies and Boundaries: Orthodox Jews and the Legacy of Charlie Kirk (264)
09/30/2025
Eulogies and Boundaries: Orthodox Jews and the Legacy of Charlie Kirk (264)
Charlie Kirk’s assassination is a shocking, tragic act of violence. Murder is a desecration of the image of God, full stop. We condemn it unequivocally, and we pray for comfort for his family and for all who were harmed. At the same time, Charlie Kirk was a complicated public figure. He was outspokenly pro-Israel and often advocated for Jewish safety; he also voiced criticisms of Israel’s current government. He advanced positions that many in the Orthodox world consider essential, and others consider deeply problematic. He defended Israel vigorously, and he also gave a platform to voices widely regarded as openly antisemitic. All of that can be true at once, and ignoring any part of that picture does our community no favors. In the days since his death, we’ve seen Orthodox individuals and organizations release statements ranging from restrained condolences to sweeping praise that some would call over-the-top. Today we’re going to step back and ask, dispassionately and honestly: what should Charlie Kirk’s legacy be for Orthodox Jews? This is neither a eulogy nor an indictment. Our aim is to slow the rush to hot takes and consider how a mature community remembers someone who meant very different things to different people. I have three guests on today's episode: Rabbi Yitzchok Adlerstein, Rabbi Benjamin Kelsen, and Rabbi Pesach Wolicki. Together we’ll explore where they agree, where they diverge, and what that means for real life: how institutions and leaders speak publicly, and how we keep our disagreements from corroding relationships. Above all, we’ll try to conduct this conversation in a way that is truthful, proportionate, and humane. Check out Orthodox Conundrum Commentary on Substack and get your free subscription by going to . We're excited to announce that we at Jewish Coffee House are continuing to expand the conversation by bringing you—our listeners—into the mix. Introducing JCH Q&A, an exciting new podcast where listener-submitted questions are answered in a thoughtful, honest, and engaging way. We plan to dive deep into your pressing hashkafic, political, and philosophical questions. We will address the ideas that matter, the issues that challange us, and the topics that spark real curiosity. To submit a question for our first episode, you must be a member of the JCH Podcast WhatsApp Community. () No question is off limits, and all submissions will remain anonymous. We're looking forward to answering your questions on our first episode! Please listen to and share this podcast, and let us know what you think on the Orthodox Conundrum Discussion Group on Facebook (). Thanks to all of our Patreon subscribers, who have access to bonus JCH podcasts, merch, and more - we appreciate your help, and hope you really enjoy the extras! Visit the JCH Patreon site at . Check out for the Orthodox Conundrum and other great podcasts, and remember to subscribe to them on your favorite podcast provider. Also visit to learn all about creating your own podcast. Music: "Happy Rock" by bensound.com
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God's Loyal Opposition: Anger, Faith, and Divine Confrontation, with Rabbi Dr. Raphael Zarum (263)
09/15/2025
God's Loyal Opposition: Anger, Faith, and Divine Confrontation, with Rabbi Dr. Raphael Zarum (263)
Is it possible—maybe even Jewish—to be angry at God? From Abraham’s challenge at Sodom to Job’s cries of despair, Tanach is filled with voices that confront the Divine. But what does that mean for us today, when we struggle with personal tragedy, global antisemitism, and the ongoing pain of the seemingly endless war against Hamas? In this wide-ranging conversation on the Orthodox Conundrum, Scott Kahn speaks with Rabbi Dr. Raphael Zarum, Dean of the London School of Jewish Studies, about whether anger at God is heresy or a profound act of faith. Along the way, they discuss biblical protest, repentance, the Shoah, the morality of Israel’s current war, the themes of Rosh Hashanah, contemporary crises, and whether confronting God can actually bring us closer to Him. We're excited to announce that we at Jewish Coffee House are continuing to expand the conversation by bringing you—our listeners—into the mix. Introducing JCH Q&A, an exciting new podcast where listener-submitted questions are answered in a thoughtful, honest, and engaging way. We plan to dive deep into your pressing hashkafic, political, and philosophical questions. We will address the ideas that matter, the issues that challange us, and the topics that spark real curiosity. To submit a question for our first episode, you must be a member of the JCH Podcast WhatsApp Community. () No question is off limits, and all submissions will remain anonymous. We're looking forward to answering your questions on our first episode! Check out Orthodox Conundrum Commentary on Substack and get your free subscription by going to . Please listen to and share this podcast, and let us know what you think on the Orthodox Conundrum Discussion Group on Facebook (). Thanks to all of our Patreon subscribers, who have access to bonus JCH podcasts, merch, and more - we appreciate your help, and hope you really enjoy the extras! Visit the JCH Patreon site at . Check out for the Orthodox Conundrum and other great podcasts, and remember to subscribe to them on your favorite podcast provider. Also visit to learn all about creating your own podcast. Music: "Happy Rock" by bensound.com
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Suppressed, Rediscovered, Essential: Rav Kook’s Lost Guide for Modern Faith (262)
09/08/2025
Suppressed, Rediscovered, Essential: Rav Kook’s Lost Guide for Modern Faith (262)
This episode is partially a detective story, partially an analysis of daring ideas, and partially an invitation to discover new methodolgies of confronting challenges to Orthodox Judaism. Rav Kook drafted L’Nevuchei HaDor over a century ago—then the manuscript largely disappeared from view, resurfaced piecemeal, and sparked debates about redaction and “censorship.” In this follow-up to our popular episode with Professor Marc Shapiro, I speak with Rabbi Aryeh Sklar, translator of the new English edition, to unpack both the history of the text (why it was sidelined, what changed between versions, and who may have been protecting whom) and the ideas that make it urgent now: how Rav Kook navigates tensions between moral intuition and Torah; his approach to challenges from writings of the ancient Near East; why heresy can refine faith; his respectful stance toward other religions; and much more. As we approach Rosh Hashanah and Yom Kippur, we ask what this early, daring Rav Kook can offer a polarized 2025 about creative teshuva, intellectual honesty, and religious confidence without fear. Check out the wonderful new podcast, Women Talking Mitzvot, co-produced by Deracheha.org and Beit Midrash Migdal Oz, with Rabbanit Shayna Goldberg and Rabbanit Dr. Yosefa Fogel Wruble. To listen, (Apple) or (Spotify). Exclusive deal for Orthodox Conundrum listeners: code perplexed20 will give 20% off if they pre-order L’Nevuchei HaDor through . We're excited to announce that we at Jewish Coffee House are continuing to expand the conversation by bringing you—our listeners—into the mix. Introducing JCH Q&A, an exciting new podcast where listener-submitted questions are answered in a thoughtful, honest, and engaging way. We plan to dive deep into your pressing hashkafic, political, and philosophical questions. We will address the ideas that matter, the issues that challange us, and the topics that spark real curiosity. To submit a question for our first episode, you must be a member of the JCH Podcast WhatsApp Community. () No question is off limits, and all submissions will remain anonymous. We're looking forward to answering your questions on our first episode! Check out Orthodox Conundrum Commentary on Substack and get your free subscription by going to . Please listen to and share this podcast, and let us know what you think on the Orthodox Conundrum Discussion Group on Facebook (). Thanks to all of our Patreon subscribers, who have access to bonus JCH podcasts, merch, and more - we appreciate your help, and hope you really enjoy the extras! Visit the JCH Patreon site at . Check out for the Orthodox Conundrum and other great podcasts, and remember to subscribe to them on your favorite podcast provider. Also visit to learn all about creating your own podcast. Music: "Happy Rock" by bensound.com
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Learning Tanach Daily Through 929: Opportunities, Challenges, and Dangers, with Rabbi Benny Lau (261)
09/01/2025
Learning Tanach Daily Through 929: Opportunities, Challenges, and Dangers, with Rabbi Benny Lau (261)
As one 929 cycle ends and the next begins, Scott talks with Rabbi Benny Lau—founder of 929—about why the project started, what it hopes to change in Jewish life, and what a shared, chapter-a-day cadence can build across communities. They also tackle the harder questions: the risks of using Tanach as a direct guidebook without the mediating lens of the Oral Tradition, how to engage ethically with challenging passages, and where pluralism meets red lines. Practical takeaways included: how beginners can start this week, and what to do when you fall behind. Whether you’re all-in on 929 or cautious about it, this episode is about reading Tanach deeply—and responsibly. Check out the wonderful new podcast, Women Talking Mitzvot, co-produced by Deracheha.org and Beit Midrash Migdal Oz, with Rabbanit Shayna Goldberg and Rabbanit Dr. Yosefa Fogel Wruble. To listen, (Apple) or (Spotify). We're excited to announce that we at Jewish Coffee House are continuing to expand the conversation by bringing you—our listeners—into the mix. Introducing JCH Q&A, an exciting new podcast where listener-submitted questions are answered in a thoughtful, honest, and engaging way. We plan to dive deep into your pressing hashkafic, political, and philosophical questions. We will address the ideas that matter, the issues that challange us, and the topics that spark real curiosity. To submit a question for our first episode, you must be a member of the JCH Podcast WhatsApp Community. () No question is off limits, and all submissions will remain anonymous. We're looking forward to answering your questions on our first episode! Check out Orthodox Conundrum Commentary on Substack and get your free subscription by going to . Please listen to and share this podcast, and let us know what you think on the Orthodox Conundrum Discussion Group on Facebook (). Thanks to all of our Patreon subscribers, who have access to bonus JCH podcasts, merch, and more - we appreciate your help, and hope you really enjoy the extras! Visit the JCH Patreon site at . Check out for the Orthodox Conundrum and other great podcasts, and remember to subscribe to them on your favorite podcast provider. Also visit to learn all about creating your own podcast. Music: "Happy Rock" by bensound.com
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Orthodox Parents and Their LGBTQ Children, with Rabbi Yakov Horowitz (260)
08/24/2025
Orthodox Parents and Their LGBTQ Children, with Rabbi Yakov Horowitz (260)
When a child shares something deeply personal about his or her sexual orientation, Orthodox parents can feel love, concern, and uncertainty all at once. In this conversation, Rabbi Yakov Horowitz reflects on what he’s learned working with families and communal leaders: how to approach the first conversations, which words can prevent hurt, and where halacha and mesorah guide our choices. We also consider what he’s heard from senior rabbinic figures, how different communities navigate these moments, and what hope might look like over time. This is a tender, honest discussion meant to help listeners think carefully, speak gently, and consider their next steps with dignity—whatever they may be. Check out Tehillim Unveiled with Ari Levisohn and Rav Jeremy Tibbetts on or on - with a new three-part series on Tehillim 27, L'David Hashem Ori, dropping just in time for Elul! To contact Kesher Families, . Follow Rabbi Yakov Horowitz on Instagram - and . We're excited to announce that we at Jewish Coffee House are continuing to expand the conversation by bringing you—our listeners—into the mix. Introducing JCH Q&A, an exciting new podcast where listener-submitted questions are answered in a thoughtful, honest, and engaging way. We plan to dive deep into your pressing hashkafic, political, and philosophical questions. We will address the ideas that matter, the issues that challange us, and the topics that spark real curiosity. To submit a question for our first episode, you must be a member of the JCH Podcast WhatsApp Community. () No question is off limits, and all submissions will remain anonymous. We're looking forward to answering your questions on our first episode! Check out Orthodox Conundrum Commentary on Substack and get your free subscription by going to . Please listen to and share this podcast, and let us know what you think on the Orthodox Conundrum Discussion Group on Facebook (). Thanks to all of our Patreon subscribers, who have access to bonus JCH podcasts, merch, and more - we appreciate your help, and hope you really enjoy the extras! Visit the JCH Patreon site at . Check out for the Orthodox Conundrum and other great podcasts, and remember to subscribe to them on your favorite podcast provider. Also visit to learn all about creating your own podcast. Music: "Happy Rock" by bensound.com
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When Mitzvot Lose Their Meaning: Rabbi David Stav on Reconnecting Orthodox Youth to Jewish Law (259)
08/18/2025
When Mitzvot Lose Their Meaning: Rabbi David Stav on Reconnecting Orthodox Youth to Jewish Law (259)
Why do so many young Modern Orthodox and National Religious Jews embrace the community but drift from halacha? In this episode of Orthodox Conundrum, Rabbi David Stav, head of Tzohar, joins Scott to confront the growing gap between identity and observance. Together they tackle the hard questions: Are we teaching halacha in ways that feel lifeless and irrelevant? Has secular society — from college to army service to technology — reshaped how youth see mitzvot? And most importantly, how can parents and educators reignite passion for Torah and halacha, showing a new generation that Jewish law is not just obligation, but a path to joy, meaning, and belonging? Check out the wonderful new podcast, Women Talking Mitzvot, co-produced by Deracheha.org and Beit Midrash Migdal Oz, with Rabbanit Shayna Goldberg and Rabbanit Dr. Yosefa Fogel Wruble. To listen, (Apple) or (Spotify). We're excited to announce that we at Jewish Coffee House are continuing to expand the conversation by bringing you—our listeners—into the mix. Introducing JCH Q&A, an exciting new podcast where listener-submitted questions are answered in a thoughtful, honest, and engaging way. We plan to dive deep into your pressing hashkafic, political, and philosophical questions. We will address the ideas that matter, the issues that challange us, and the topics that spark real curiosity. To submit a question for our first episode, you must be a member of the JCH Podcast WhatsApp Community. () No question is off limits, and all submissions will remain anonymous. We're looking forward to answering your questions on our first episode! Check out Orthodox Conundrum Commentary on Substack and get your free subscription by going to . Please listen to and share this podcast, and let us know what you think on the Orthodox Conundrum Discussion Group on Facebook (). Thanks to all of our Patreon subscribers, who have access to bonus JCH podcasts, merch, and more - we appreciate your help, and hope you really enjoy the extras! Visit the JCH Patreon site at . Check out for the Orthodox Conundrum and other great podcasts, and remember to subscribe to them on your favorite podcast provider. Also visit to learn all about creating your own podcast. Music: "Happy Rock" by bensound.com
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The Bible, the Beasts, and the Big Lies About Israel, with Rabbi Dr. Natan Slifkin (258)
08/11/2025
The Bible, the Beasts, and the Big Lies About Israel, with Rabbi Dr. Natan Slifkin (258)
From biblical lions to the bizarre “Zionist crocodile plot,” Israel’s wildlife tells a story that shatters modern anti-Israel myths. In his new book Lions of Zion, Rabbi Dr. Natan Slifkin reveals how the animals of the Land of Israel — past and present — reflect the Jewish people’s deep, indigenous connection to their homeland. Scott and Rabbi Slifkin tackle false narratives about “settler colonialism,” “greenwashing,” and cultural appropriation, and explore how creatures like sunbirds, jackals, and even poppies have been weaponized in the propaganda war against Israel. This eye-opening conversation blends Bible, zoology, and politics to show that in Israel, even the animals have a story to tell. To order The Lions of Zion: Biblical Natural History and the Significance of Israel, We're excited to announce that we at Jewish Coffee House are continuing to expand the conversation by bringing you—our listeners—into the mix. Introducing JCH Q&A, an exciting new podcast where listener-submitted questions are answered in a thoughtful, honest, and engaging way. We plan to dive deep into your pressing hashkafic, political, and philosophical questions. We will address the ideas that matter, the issues that challange us, and the topics that spark real curiosity. To submit a question for our first episode, you must be a member of the JCH Podcast WhatsApp Community. () No question is off limits, and all submissions will remain anonymous. We're looking forward to answering your questions on our first episode! Check out Orthodox Conundrum Commentary on Substack and get your free subscription by going to . Please listen to and share this podcast, and let us know what you think on the Orthodox Conundrum Discussion Group on Facebook (). Thanks to all of our Patreon subscribers, who have access to bonus JCH podcasts, merch, and more - we appreciate your help, and hope you really enjoy the extras! Visit the JCH Patreon site at . Check out for the Orthodox Conundrum and other great podcasts, and remember to subscribe to them on your favorite podcast provider. Also visit to learn all about creating your own podcast. Music: "Happy Rock" by bensound.com
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Disagreeing Like Moses: A Torah Blueprint for Conflict Resolution (257)
07/28/2025
Disagreeing Like Moses: A Torah Blueprint for Conflict Resolution (257)
As we approach Tisha B'Av — a day that mourns the devastating consequences of internal strife and baseless hatred — we must ask: is there a Torah model for constructive conflict resolution? Rabbi Alex Israel joins Scott to explore a striking example in Bamidbar chapter 32, where Moses engages the tribes of Reuben and Gad in what Rabbi Jonathan Sacks called, "a model illustration of positive negotiation and conflict resolution." What does this biblical conversation teach us about how to mediate conflict, preserve unity, and build a stronger community — even when we disagree? Scott and Rabbi Israel then apply these lessons to modern conflicts that divide the Jewish people in Israel and around the world. This episode offers a timely and hopeful message: disagreement doesn't have to lead to division, and conflict can become a source of growth — if we learn to listen, negotiate, and speak with respect. Check out the Tehillim Unveiled Podcast! Their episode on Tehillim 89 is especially relevant in the days leading up to Tisha B'Av - you can find it on or . We're excited to announce that we at Jewish Coffee House are continuing to expand the conversation by bringing you—our listeners—into the mix. Introducing JCH Q&A, an exciting new podcast where listener-submitted questions are answered in a thoughtful, honest, and engaging way. We plan to dive deep into your pressing hashkafic, political, and philosophical questions. We will address the ideas that matter, the issues that challange us, and the topics that spark real curiosity. To submit a question for our first episode, you must be a member of the JCH Podcast WhatsApp Community. () No question is off limits, and all submissions will remain anonymous. We're looking forward to answering your questions on our first episode! To read my article on Jewish Unity from last month, . Check out Orthodox Conundrum Commentary on Substack and get your free subscription by going to . Please listen to and share this podcast, and let us know what you think on the Orthodox Conundrum Discussion Group on Facebook (). Thanks to all of our Patreon subscribers, who have access to bonus JCH podcasts, merch, and more - we appreciate your help, and hope you really enjoy the extras! Visit the JCH Patreon site at . Check out for the Orthodox Conundrum and other great podcasts, and remember to subscribe to them on your favorite podcast provider. Also visit to learn all about creating your own podcast. Music: "Happy Rock" by bensound.com
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Must Every Jew Be Shomer Shabbat? A Fresh Perspective on Kiruv, with Rabbi Simi Lerner (256)
07/21/2025
Must Every Jew Be Shomer Shabbat? A Fresh Perspective on Kiruv, with Rabbi Simi Lerner (256)
What is kiruv really about—and what should it be about? In this thought-provoking conversation, Scott speaks with Rabbi Simi Lerner, a kiruv professional who challenges conventional assumptions about Orthodox Jewish outreach. They explore the core goals of kiruv, the philosophical and ethical pitfalls it can fall into, and how to ensure it respects the dignity and autonomy of every individual. Is the point to make people religious? Should every Jew be Shomer Shabbat? What happens when outreach causes regret—or even harm? They also discuss whether kiruv professionals objectify people, the bad habit exhibited by some kiruv professionals (and the problem with having "kivurv professionals"), and how to navigate halacha with integrity in the face of complex realities. Rav Simi emphasizes that many kiruv workers do tremendous and holy work in a careful and sensitive manner... and others do not. This is a candid and essential conversation about one of the most idealistic—and sometimes problematic—projects in the Jewish world. Check out the Tehillim Unveiled Podcast! Their episode on Tehillim 89 is especially relevant in the days leading up to Tisha B'Av - you can find it on or . Links for Rav Simi Lerner: Check out Orthodox Conundrum Commentary on Substack and get your free subscription by going to . Please listen to and share this podcast, and let us know what you think on the Orthodox Conundrum Discussion Group on Facebook (). Thanks to all of our Patreon subscribers, who have access to bonus JCH podcasts, merch, and more - we appreciate your help, and hope you really enjoy the extras! Visit the JCH Patreon site at . Check out for the Orthodox Conundrum and other great podcasts, and remember to subscribe to them on your favorite podcast provider. Also visit to learn all about creating your own podcast. Music: "Happy Rock" by bensound.com
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Overeating, Obesity, Ozempic, and Orthodox Jews, with Dr. Sharon Grossman (255)
07/15/2025
Overeating, Obesity, Ozempic, and Orthodox Jews, with Dr. Sharon Grossman (255)
Obesity is now responsible for more deaths in the United States than smoking—yet the Orthodox Jewish community rarely addresses it as either a public health emergency or a halachic concern. In this eye-opening episode, Scott speaks with Dr. Sharon Grossman to explore the medical, hashkafic, and halachic dimensions of obesity, overeating, and eating disorders. They discuss startling statistics about caloric intake on Shabbat, whether extravagant kiddushes and wedding meals reflect a violation of Torah values, and how halacha approaches issues like achilat gasa, guarding one's health, and weight loss surgery. They also tackle the other extreme—unhealthy preoccupations with appearance, the dangers of anorexia, and the rise of drugs like Ozempic. Can Judaism offer a healthy, balanced view of eating, body image, and self-care? This conversation challenges us to rethink how we relate to food, our health, and our values. Jewish Coffee House - the company of which Orthodox Conundrum Commentary is a part - has plans to grow and provide additional exceptional content… and to do that right, we need your help. Our summer intern, Nathan Shapiro, put together a survey so that we can better provide the podcasts, articles, live events, and online presentations that will speak to you. We plan to produce content that will be meaningful, stimulating, and entertaining - and we need your input so that we can create the best possible version of Jewish Coffee House. We want to hear from you. Check out Orthodox Conundrum Commentary on Substack and get your free subscription by going to . Please listen to and share this podcast, and let us know what you think on the Orthodox Conundrum Discussion Group on Facebook (). Thanks to all of our Patreon subscribers, who have access to bonus JCH podcasts, merch, and more - we appreciate your help, and hope you really enjoy the extras! Visit the JCH Patreon site at . Check out for the Orthodox Conundrum and other great podcasts, and remember to subscribe to them on your favorite podcast provider. Also visit to learn all about creating your own podcast. Music: "Happy Rock" by bensound.com
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Will Charedi Society Face Reality? Dayan Yehoshua Pfeffer on Work, Faith, and the Future of the Torah Community (254)
07/07/2025
Will Charedi Society Face Reality? Dayan Yehoshua Pfeffer on Work, Faith, and the Future of the Torah Community (254)
Is the Charedi community prepared to confront the demands of real life—economic, civic, and national—or has it built a worldview that prizes withdrawal over responsibility? In this provocative and thoughtful episode, Dayan Yehoshua Pfeffer joins Scott to explore what happens when religious ideology collides with practical reality. Drawing on his influential Sapir essay and other writings, Dayan Pfeffer explains how parts of Charedi society have defined religious life through a lens that minimizes human effort and places near-exclusive trust in divine outcomes—an attitude that discourages participation in Israel’s workforce, civic institutions, and national service. But is this mindset sustainable in a modern state? And how do Charedi thinkers reconcile it with halachic sources, economic necessity, and lived experience? Scott and Dayan Pfeffer also delve into the social, theological, and ideological obstacles to change—particularly the way certain ideas have become "untouchable" within the community. Can Charedim pursue professional careers, engage with broader society, and still maintain fidelity to Charedi identity? Or does such a shift inevitably bring them closer to the Modern Orthodox world? This is a challenging, respectful, and essential conversation for anyone concerned about the future of Torah Judaism in Israel and throughout the world. Check out Orthodox Conundrum Commentary on Substack and get your free subscription by going to . Please listen to and share this podcast, and let us know what you think on the Orthodox Conundrum Discussion Group on Facebook (). Thanks to all of our Patreon subscribers, who have access to bonus JCH podcasts, merch, and more - we appreciate your help, and hope you really enjoy the extras! Visit the JCH Patreon site at . Check out for the Orthodox Conundrum and other great podcasts, and remember to subscribe to them on your favorite podcast provider. Also visit to learn all about creating your own podcast. Music: "Happy Rock" by bensound.com
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Faith, Prayer, and the Impossible: Rabbi Shlomo Brody on Emunah, Miracles, Reality, and the Power of Tefillah (253)
06/30/2025
Faith, Prayer, and the Impossible: Rabbi Shlomo Brody on Emunah, Miracles, Reality, and the Power of Tefillah (253)
In the wake of Israel’s stunning victory over Iran—an event many have called miraculous—Jews around the world are reflecting on the nature of divine intervention and the power of prayer. Can we, and should we, pray for miracles? In this deeply thoughtful episode, Rabbi Shlomo Brody joins Scott to explore the halachic and emotional dimensions of tefillah in desperate times. What does it mean to ask for something that defies natural law? Is there a spiritual cost to praying for impossible outcomes? And how should we respond when a loved one is terminally ill—when a cure seems impossible, but giving up feels like betrayal? They also tackle a more uncomfortable question: Does excessive reliance on prayer risk becoming a substitute for human responsibility—such as voting, civic engagement, or taking necessary action in the real world? Can asking God for a miracle ever become a way of avoiding the hard work of confronting reality? This wide-ranging and nuanced conversation explores how to balance faith, hope, and the knowledge that God can do anything, with realism and the recognition that He has discouraged praying for that which is outside the realm of possibility; when to pray for mercy instead of outcomes; and how to maintain emunah without falling into magical thinking. It’s essential listening for anyone grappling with what it means to live—and pray—with integrity in the face of uncertainty and crisis. Check out the Tehillim Unveiled Podcast! Their episode on Tehillim 20 is especially relevant today - you can find it on or . Check out Orthodox Conundrum Commentary on Substack and get your free subscription by going to . Please listen to and share this podcast, and let us know what you think on the Orthodox Conundrum Discussion Group on Facebook (). Thanks to all of our Patreon subscribers, who have access to bonus JCH podcasts, merch, and more - we appreciate your help, and hope you really enjoy the extras! Visit the JCH Patreon site at . Check out for the Orthodox Conundrum and other great podcasts, and remember to subscribe to them on your favorite podcast provider. Also visit to learn all about creating your own podcast. Music: "Happy Rock" by bensound.com
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Emergency Episode: The U.S. Attacks Iran — What It Means for Israel, Hamas, and the Future of the War (252)
06/23/2025
Emergency Episode: The U.S. Attacks Iran — What It Means for Israel, Hamas, and the Future of the War (252)
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 Tehillim 20 is especially relevant today - you can find it on or . To preorder While Israel Slept by Yaakov Katz, click Check out Orthodox Conundrum Commentary on Substack and get your free subscription by going to . Please listen to and share this podcast, and let us know what you think on the Orthodox Conundrum Discussion Group on Facebook (). Thanks to all of our Patreon subscribers, who have access to bonus JCH podcasts, merch, and more - we appreciate your help, and hope you really enjoy the extras! Visit the JCH Patreon site at . Check out for the Orthodox Conundrum and other great podcasts, and remember to subscribe to them on your favorite podcast provider. Also visit to learn all about creating your own podcast. Music: "Happy Rock" by bensound.com
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The New Face of American Antisemitism: Violence, Politics, and Denial (BONUS EPISODE)
06/19/2025
The New Face of American Antisemitism: Violence, Politics, and Denial (BONUS EPISODE)
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 Mamdani’s alarming candidacy to the broader cultural shift that’s making Jew-hatred acceptable again, this is a frank and timely conversation every Jew needs to hear — whether or not you live in New York. Check out Orthodox Conundrum Commentary on Substack and get your free subscription by going to . Please listen to and share this podcast, and let us know what you think on the Orthodox Conundrum Discussion Group on Facebook (). Thanks to all of our Patreon subscribers, who have access to bonus JCH podcasts, merch, and more - we appreciate your help, and hope you really enjoy the extras! Visit the JCH Patreon site at . Check out for the Orthodox Conundrum and other great podcasts, and remember to subscribe to them on your favorite podcast provider. Also visit to learn all about creating your own podcast. Music: "Happy Rock" by bensound.com
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Unscripted Reflections: Israel, Iran, and the Challenge of Faith in Wartime (251)
06/16/2025
Unscripted Reflections: Israel, Iran, and the Challenge of Faith in Wartime (251)
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 Substack and get your free subscription by going to . Please listen to and share this podcast, and let us know what you think on the Orthodox Conundrum Discussion Group on Facebook (). Thanks to all of our Patreon subscribers, who have access to bonus JCH podcasts, merch, and more - we appreciate your help, and hope you really enjoy the extras! Visit the JCH Patreon site at . Check out for the Orthodox Conundrum and other great podcasts, and remember to subscribe to them on your favorite podcast provider. Also visit to learn all about creating your own podcast. Music: "Happy Rock" by bensound.com
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What Comes Next? Yaakov Katz on Israel’s War, Netanyahu’s Calculations, and the Search for an Endgame (250)
06/09/2025
What Comes Next? Yaakov Katz on Israel’s War, Netanyahu’s Calculations, and the Search for an Endgame (250)
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 but essential conversation for anyone who cares about Israel’s future. To preorder While Israel Slept, click Check out Orthodox Conundrum Commentary on Substack and get your free subscription by going to . Please listen to and share this podcast, and let us know what you think on the Orthodox Conundrum Discussion Group on Facebook (). Thanks to all of our Patreon subscribers, who have access to bonus JCH podcasts, merch, and more - we appreciate your help, and hope you really enjoy the extras! Visit the JCH Patreon site at . Check out for the Orthodox Conundrum and other great podcasts, and remember to subscribe to them on your favorite podcast provider. Also visit to learn all about creating your own podcast. Music: "Happy Rock" by bensound.com
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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)
05/26/2025
From Beit Lechem to the Royal Ball: Comparing and Contrasting the Book of Ruth and Cinderella, with Rabbi Dr. Joshua Berman (249)
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 highlight essential Torah values. This conversation will change how you read Megilat Rut and offer fresh insight into the values that give Jewish life depth, direction, and meaning. Listen to the Tehillim Unveiled podcast or wherever you find your podcasts. Check out Orthodox Conundrum Commentary on Substack and get your free subscription by going to . Please listen to and share this podcast, and let us know what you think on the Orthodox Conundrum Discussion Group on Facebook (). Thanks to all of our Patreon subscribers, who have access to bonus JCH podcasts, merch, and more - we appreciate your help, and hope you really enjoy the extras! Visit the JCH Patreon site at . Check out for the Orthodox Conundrum and other great podcasts, and remember to subscribe to them on your favorite podcast provider. Also visit to learn all about creating your own podcast. Music: "Happy Rock" by bensound.com
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Can Physics Demonstrate God's Existence? (248)
05/19/2025
Can Physics Demonstrate God's Existence? (248)
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 things themselves, he immediately recoils backward and is awestruck and fears, realizing that he is a small, lowly, and beclouded creature, with minimal and superficial knowledge compared to God’s perfect intellect. As David said, ‘When I see your heavens… what is man that You should acknowledge him?’ According to these ideas I will clarify important principles of the works of the Master of the worlds so that they will be an introduction to one who understands in order to love God. As the Sages said with regard to love, from this you recognize the One who spoke and the world came into being.” The Rambam then proceeds to give an introduction to the Aristotelian world view that was presumed true in his time. While we no longer accept the Rambam’s science as accurate, his principle that knowledge of the universe is a vehicle to loving and fearing God remains an essential principle. What about using science to demonstrate God’s existence? The Rambam, again, was willing to use philosophical arguments for this purpose; but others recoil from the concept. Many people have no interest in examining theories such as intelligent design and creationism, and find them absurd. There’s a different but somewhat similar phenomenon which Professor David Shatz calls “bold concordism,” where scientists attempt to demonstrate that the first chapter of Bereshit and modern physics are in complete agreement, as long as the words of the Torah are read in a literal, albeit non-obvious way. Some people find this inspiring and helpful, while others dismiss it altogether. My guests today, Rabbi Aaron Zimmer and Rabbi Dr. Elie Feder, propose something quite different. They use established scientific facts based on up-to-date physics - scientific facts, that is, which no one denies - and argue that the most logical conclusion from this science is that the universe was created by an intelligent designer. This has nothing to do with the argument of intelligent design from biology, and is not based on any verses in the Torah. It doesn’t even deal with questions around divine providence or other aspects of Jewish belief. Instead, they argue that modern physics has offered a brand new and extremely compelling version of the argument from design: that the values of the constants are so unusual and so inherently unlikely, that the most obvious conclusion by far is that they were designed so that our complex universe, which includes atoms, molecules, stars, galaxies, and life, would come into existence. As they explain, almost all serious physicists were bothered by the problem of why the constants are what they are; physicists almost universally acknowledge that the reason that the constants have the values that they do is a huge mystery. Elie and Aaron only differ with most other physicists in that many others try to solve this mystery by positing the existence of a multiverse - that is, infinitely many worlds, each with different values of the constants; whereas my guests argue that this is far more unlikely than the obvious answer: that something with intelligence chose these constants for a reason. Regardless of whether you like the idea of using science to demonstrate God’s existence or disagree with the enterprise, Elie and Aaron’s argument demands serious attention. I’m honored to present it today, and look forward to hearing what you think. To learn more about Physics to God, to listen to the podcast, or to watch it on YouTube, Check out Orthodox Conundrum Commentary on Substack and get your free subscription by going to . Please listen to and share this podcast, and let us know what you think on the Orthodox Conundrum Discussion Group on Facebook (). Thanks to all of our Patreon subscribers, who have access to bonus JCH podcasts, merch, and more - we appreciate your help, and hope you really enjoy the extras! Visit the JCH Patreon site at . Check out for the Orthodox Conundrum and other great podcasts, and remember to subscribe to them on your favorite podcast provider. Also visit to learn all about creating your own podcast. Music: "Happy Rock" by bensound.com
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