

Orthodox Conundrum
Scott Kahn
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.
Episodes
Mentioned books

Feb 27, 2023 • 1h 21min
OTD, Datlash, and the Religious Spectrum: When Orthodox Jews Leave Orthodoxy, with Rabbi Alex Israel (150)
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 which prides itself on continuity and on passing the tradition from one generation to the next, the idea that people leave Orthodoxy is simultaneously painful and threatening. Why did he or she leave? What didn’t work? Why don’t they see what I see… or perhaps, if we’re being truly honest with ourselves, what do they see that I may be missing? And when the people who reject an Orthodox way of life are members of our family, the difficulties are compounded. Rabbi Alex Israel has given a lot of thought to this issue and these questions, and his insights are humane, generous, and rooted in Torah. Rabbi Israel and Scott spoke about whether the terms OTD and Datlash - and even “dati,” religious - are helpful or misleading, whether the phenomenon of people moving away from Orthodoxy is becoming more common, how it may be different in Israel and in the United States, whether we should actively try to bring those who have left Orthodoxy back into the Orthodox fold, if an emphasis on dogma is partially to blame, how parents should navigate having a child who is less religious than they are, what we can learn from those who leave Orthodoxy, and more. Please listen to and share this podcast, and let us know what you think on the Orthodox Conundrum Discussion Group on Facebook (https://www.facebook.com/groups/432020081498108). The Orthodox Conundrum is looking for sponsors - either to promote your business or organization, or in someone’s honor or memory . If you want to reach thousands of listeners every week, then write to us at scott@jewishcoffeehouse.com. 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 https://www.patreon.com/jewishcoffeehouse. Check out https://jewishcoffeehouse.com/ for the Orthodox Conundrum and other great podcasts, and remember to subscribe to them on your favorite podcast provider. Also visit https://www.jchpodcasts.com/ to learn all about creating your own podcast. Music: "Happy Rock" by bensound.com

Feb 20, 2023 • 58min
"Keep It, Reformulate It, or Discard It": Losing and Regaining Faith, with Rabbi Pesach Sommer (149)
It is widely assumed that Jewish law requires the acceptance of certain principles of faith - most commonly associated with the thirteen foundational principles that the Rambam wrote about in his Commentary on the Mishnah in Masechet Sanhedrin. These principles, very broadly summarized, include G-d’s existence, His unity and incorporeality, the fact that G-d is the eternal first cause and that prayer must be directed to G-d alone; that prophecy exists, that Moses was the greatest prophet, that the Torah was given to Israel through Moses, and that the Torah will never be changed or exchanged; that G-d is omniscient, He rewards and punishes, that there will be a messiah and that the dead will one day be resurrected. Again: this is a broad summary, and the actual writing of Maimonides on this matter is more nuanced. Still, these are the principles of Jewish belief that everyone is supposed to assert and, according to the Rambam, not only accept as dogma but also thoroughly understand. What happens, however, when a Jewish person says that he or she cannot accept all of these thirteen principles, or even parts of them? What, for example, if someone believes that G-d communicates with humankind, but doesn’t accept the literal transmission of every word of the Torah through Moses? How should a committed Jew continue observing the Torah when doubts emerge? Rabbi Pesach Sommer experienced these doubts, and it led to a crisis in faith. Crucially, his crisis took place while he was a rabbi teaching in an Orthodox school. And while the crisis for him was very real, he also was able to emerge from it with a more nuanced and, perhaps, stronger faith than before. Today Pesach tells us his story, from how he became a rabbi, to what sparked his doubts, how far down the rabbit hole of doubt he went, and what he was able to do to reinvigorate his faith so that he was able to develop a more mature and in fact deeper connection with G-d and Torah than before. The Orthodox Conundrum is looking for sponsors - either to promote your business or organization, or in someone’s honor or memory . If you want to reach thousands of listeners every week, then write to us at scott@jewishcoffeehouse.com. 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 https://www.patreon.com/jewishcoffeehouse. Check out https://jewishcoffeehouse.com/ for the Orthodox Conundrum and other great podcasts, and remember to subscribe to them on your favorite podcast provider. Also visit https://www.jchpodcasts.com/ to learn all about creating your own podcast. Music: "Happy Rock" by bensound.com

Feb 13, 2023 • 58min
A Vision of Separating Halacha & State, not Religion & State: A Conversation with Rabbi Aaron Leibowitz (148)
In our previous episode, Scott talked with Shoshanna Keats-Jaskoll about the challenge to faith that takes place when some rabbis betray their calling by not acting as they should. When leaders fail us, they leave wreckage in their wake - the wreckage of failed expectations, of disappointment, of crisis, and of course the practical issues like, as Shoshanna related, needing to wait years for a get and more. This episode is a type of follow-up to last week’s. The Israeli Chief Rabbinate was formed with positive goals in mind, and there are some wonderful representatives of Torah Judaism who work for that institution. But as Lord Acton said in 1887, “Power tends to corrupt, and absolute power corrupts absolutely.” We’re certainly not there yet, but political power in the hands of the Rabbinate - which is the case in Israel in certain areas of Halacha, such as marriage, divorce, conversion, and kashrut - has led to serious problems that are themselves violations of Torah. And while presumably most rabbis in the Rabbinate have noble goals, the reality of the Rabbinate brings to mind a different aphorism: The road to hell is paved with good intentions. Rabbi Aaron Leibowitz, the founder and President of Hashgacha Pratit, decided to do something about it. You might agree with his solutions, and you might not. Some of what he suggests may sound quite radical. But either way, remember that we often witness a repeating pattern: that there’s a serious problem that leadership fails to address, so someone else decides to do something - and then is condemned by the leadership that failed to act. Our response should be that if leadership wants a response or solution that it can accept, then leadership shouldn’t drag its feet and wait for someone else to do something. Please listen to and share this podcast, and let us know what you think on the Orthodox Conundrum Discussion Group on Facebook https://www.facebook.com/groups/432020081498108). The Orthodox Conundrum is looking for sponsors - either to promote your business or organization, or in someone’s honor or memory . If you want to reach thousands of listeners every week, then write to us at scott@jewishcoffeehouse.com. 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 https://www.patreon.com/jewishcoffeehouse. Check out https://jewishcoffeehouse.com/ for the Orthodox Conundrum and other great podcasts, and remember to subscribe to them on your favorite podcast provider. Also visit https://www.jchpodcasts.com/ to learn all about creating your own podcast. Music: "Happy Rock" by bensound.com

Feb 6, 2023 • 1h 10min
Disappointment, Disillusionment, and Dejection: When Rabbis Let Us Down, with Shoshanna Keats-Jaskoll (147)
One of the saddest and most poignant emotions is disappointment - that is, when your illusions are shattered, when you anticipated something great, or magical, and it doesn’t happen. Disappointment often means that a piece of innocence is irretrievably lost. What do we do when people we believe in, people we look up to as paragons of virtue, disappoint us? What happens to our faith when great rabbis in whom we trusted actually, like Hans Christian Andersen's emperor, have no clothes? Join Scott as he talks about disappointment and faith, particularly with regard to trust in Gedolei Torah, with Chochmat Nashim founder Shoshanna Keats-Jaskoll. Please listen to and share this podcast, and let us know what you think on the Orthodox Conundrum Discussion Group on Facebook (https://www.facebook.com/groups/432020081498108). 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 https://www.patreon.com/jewishcoffeehouse. Check out https://jewishcoffeehouse.com/ for the Orthodox Conundrum and other great podcasts, and remember to subscribe to them on your favorite podcast provider. Also visit https://www.jchpodcasts.com/ to learn all about creating your own podcast. Music: "Happy Rock" by bensound.com

Jan 30, 2023 • 1h 18min
Rav Moshe Kahn ZT"L and the Future of Women's Torah Study (146)
On January 18th, Rabbi Moshe Kahn passed away at the age of 71. The tributes to him as an ideal teacher, talmid chacham, and rebbe immediately started pouring in across social media. As one of today’s guests asserted, if a woman wanted to engage in serious Talmud study in New York for the past four decades, Rav Kahn was the address. The obvious love and dedication shown towards him by his students from Stern and Drisha made it clear that he was someone whom we all should know more about, and continue to learn from after his passing. Four close students of Rabbi Moshe Kahn’s - Rabbanit Anne Gordon, Rabbanit Sally Mayer, Dr. Shana Strauch Schick, and Rabbanit Rachel Weber Leshaw - joined Scott on the podcast to talk about his life, his legacy, and what he meant to each of them. They discussed his derech halimud - that is, the methodology he utilized when he learned and taught Torah, whether he saw himself as a revolutionary in teaching generations of women, why it seems that many members of the Orthodox community know very little about him, as well as broader topics such as the future of women’s learning, whether there should be a unique methodology in Torah learning for women that is distinct from men’s derech halimud, and much more. Please listen to and share this podcast, and let us know what you think on the Orthodox Conundrum Discussion Group on Facebook. Check out the Orthodox Conundrum YouTube Channel. 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 https://www.patreon.com/jewishcoffeehouse. Check out https://jewishcoffeehouse.com/ for the Orthodox Conundrum and other great podcasts, and remember to subscribe to them on your favorite podcast provider. Also visit https://www.jchpodcasts.com/ to learn all about creating your own podcast. Music: "Happy Rock" by bensound.com

Jan 23, 2023 • 1h 36min
The Challenges of Teaching Tzniut & the Challenges of Being Tzanua, with Shayna Goldberg (145)
Tzniut, or modesty, is one of the most controversial issues in the Orthodox world today. Indeed, different people see the issue of modesty through different lenses. Some wonder about how to teach students and children about tzniut so that they’ll be more inclined to follow the halachot and established Orthodox customs; others ask questions from the opposite vantage point, wondering about whether tzniut is an inherently oppressive system that leads to an unhealthy body image, increases a sense of counterproductive shame, and completely ignores the need for self-expression. Some people look at tzniut as representative of a woman's role in Judaism, and others see that attitude as an unhealthy and repressive obsession. With this in mind, Scott invited Shayna Goldberg to have a difficult but necessary conversation about the challenges that surround the issue of tzniut. The topics they discuss include whether we need to redouble our efforts to emphasize that tzniut applies to men as well as to women; why it seems that many women find tzniut more challenging and repressive than other aspects of Torah Judaism; what is a healthy way to teach tzniut without turning it into an obsession; to what degree societal factors influence our perception of what is considered modest behavior; the difficulty in that women are told to downplay their sexuality, whereas this very requirement itself sexualizes them; the fact that the laws of tzniut that women are told to follow were codified by men; whether following tzniut undermines self-expression; the reality that we often use the yardstick of modesty to declare whether someone is religious; and more. To visit the Deracheha website, go to https://www.deracheha.org/. Please listen to and share this podcast, and let us know what you think on the Orthodox Conundrum Discussion Group on Facebook. Visit the Orthodox Conundrum YouTube Channel to watch the video of this podcast. 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 https://www.patreon.com/jewishcoffeehouse. Check out https://jewishcoffeehouse.com/ for the Orthodox Conundrum and other great podcasts, and remember to subscribe to them on your favorite podcast provider. Also visit https://www.jchpodcasts.com/ to learn all about creating your own podcast. Music: "Happy Rock" by bensound.com

Jan 16, 2023 • 55min
LGBTQ+, Jewish Law, and Compassion, with Rav Yoni Rosensweig (144)
One of the most difficult issues confronting the Orthodox world today is the question of how to welcome people who identify as LGBTQ+, while simultaneously affirming the Biblical injunction that forbids sex between two men, and the Rabbinic prohibition that forbids sex between two women. This initial question opens up a host of additional challenges, including: how do we explain a mitzvah that appears to many people to be immoral? Can we be welcoming to gay couples without undermining the Torah value that encourages the building of a family with both a mother and a father? Does Torah thought and law accept the idea of defining people based on their sexual preference? Can a gay couple adopt according to Jewish law? Should Jewish law make room for some form of gay marriage? Does it make sense for religious Jews to support pride parades? If we are going to be welcoming, does this include allowing men who identify as gay to lead the synagogue services? How can we understand a mitzvah in the Torah that seemingly commands that people permanently repress their basic sexual drives? On this episode of the Orthodox Conundrum, Scott discussed these and other questions with Rav Yoni Rosensweig. Rav Yoni has a voice that carries tremendous religious weight, as he demonstrates deep, unapologetic, and uncompromising commitment to Torah and Jewish law, while concurrently displaying real compassion and understanding of the challenges that many people face. Please listen to and share this podcast, and let us know what you think on the Orthodox Conundrum Discussion Group on Facebook. Check out this conversation on the Orthodox Conundrum YouTube channel. 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 https://www.patreon.com/jewishcoffeehouse. Check out https://jewishcoffeehouse.com/ for the Orthodox Conundrum and other great podcasts, and remember to subscribe to them on your favorite podcast provider. Also visit https://www.jchpodcasts.com/ to learn all about creating your own podcast. Music: "Happy Rock" by bensound.com

Jan 9, 2023 • 56min
Jewish-Muslim Dialogue: Serious Challenges and Unique Opportunities, With Rabbi Dr. Yakov Nagen (143)
Just over a month ago, the Orthodox Conundrum released an episode of this podcast entitled, Confrontation 2022: Jewish-Christian Dialogue and Its Questions, with Rabbi Pesach Wolicki. Pesach discussed why he believes that his work has value, what kind of pushback he’s received, whether he’s providing an opening for missionary activity, how he justifies speaking in churches, and more. Today’s episode is, in some ways, a follow-up to that episode. Rabbi Dr. Yakov Nagen is one of the leading advocates of Jewish-Muslim dialogue - a discipline which offers great opportunities, at the same time that it creates new questions and serious challenges. In this conversation, Scott asked him about how he talks to Muslims about Israel, whether he avoids the question of sovereignty over the Holy Land, Jerusalem, and the Temple Mount altogether or whether he’s willing to confront it with them head on, if this dialogue is truly mutual, to what degree large Islamic terrorist organizations like ISIS, al Qaeda, and Hezbollah are representative of the wider Muslim population, how he answers Muslim misconceptions about Jews, what he hopes to achieve, and much more. Given the political reality in which Israel finds itself, the success of Rabbi Nagen’s work is potentially of vital importance for the future of the entire Middle East. 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 https://www.patreon.com/jewishcoffeehouse. Check out https://jewishcoffeehouse.com/ for the Orthodox Conundrum and other great podcasts, and remember to subscribe to them on your favorite podcast provider. Also visit https://www.jchpodcasts.com/ to learn all about creating your own podcast. Music: "Happy Rock" by bensound.com Photograph credit: Dida Mulder

Jan 2, 2023 • 55min
Does Modern Orthodoxy's Attitude Toward LGBTQ+ Represent A Moral Failure? Responding to Ben Shapiro (142)
On December 12th, well-known political commentator Ben Shapiro published an article in the Jewish Press entitled "Modern Orthodoxy’s Moral Failure." Its opening paragraph reads, “Modern Orthodoxy is in a state of crisis. It is in a state of crisis because its leadership has, in large measure, abandoned its central principles in favor of political expedience, surrendering long-term interests for short-term tactical maneuvering.” While it's unfair to summarize a reasonably long article in just a few words, Ben Shapiro focuses on what he sees as the weak-kneed response of numerous Modern Orthodox institutions to the challenges posed by secular morality - and, in particular, the acceptance of LGBTQ+ identities as inherent and definitional. He writes, “The conflict between Jewish identity – rooted in halachic observance, a belief in the morality of the Torah, and a deep-seated sense of free will – and the secular worldview has reached its apex with the rise of the LGBTQ+ movement. That movement reduces identity to sexual desire – the most powerful feeling human beings supposedly have – and then demands that society’s institutions celebrate all of its claimed identities. The movement goes even further, demanding that society’s institutions celebrate identities that run directly counter to biological fact by giving credence to men identifying as women, and the like.” Shapiro’s article garnered significant comment in the Orthodox world, and many have wondered if his characterization of Modern Orthodoxy, as well as Orthodoxy’s response to the challenges he outlines, misses the mark. Rabbi Dr. Tzvi Sinensky, who wrote a response that was published in the Jewish Press on December 21, spoke with Scott about the points with which he takes issue in Ben Shapiro’s article, where he thinks that Shapiro is correct, and what practical steps are necessary to move forward from here. Please listen to and share this podcast, and let us know what you think on the Orthodox Conundrum Discussion Group on Facebook (https://www.facebook.com/groups/432020081498108). 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 https://www.patreon.com/jewishcoffeehouse. Check out https://jewishcoffeehouse.com/ for the Orthodox Conundrum and other great podcasts, and remember to subscribe to them on your favorite podcast provider. Also visit https://www.jchpodcasts.com/ to learn all about creating your own podcast. Music: "Happy Rock" by bensound.com

Dec 26, 2022 • 1h
Different Roles, Different Relationships, & Different Skills: Rabbinic Counseling and Psychotherapy with Rabbi Larry Rothwachs (141)
This podcast has frequently alluded to the problems that arise when rabbis mistakenly don’t stay in their own lane, and end up advising people in areas that require more than the pastoral counseling they might have learned when studying for semicha. Indeed, there is reason to be concerned about the intersection between rabbinic counseling and psychotherapy, and how the professional - and the congregant or client - knows which is required in any given situation. And the answers are not always so clear cut. For that reason, Scott was honored to speak to Rabbi Larry Rothwachs, a well-regarded congregational rabbi, a licensed social worker, and the Director of Professional Rabbinics at RIETS at Yeshiva University to discuss many of the issues that arise from this potential conflict, including what mental health issues are most prevalent in the Orthodox world, the specific differences between rabbinic counseling and therapy, how to navigate conflicts that arise between a person’s role as a rabbi and a therapist, the problems that result from rabbis and therapists getting involved in areas in which they are not trained, how a person should know when what is being discussed is “above his pay grade,” what a therapist committed to Jewish law should do when a therapist’s response to a problem may differ from what halacha would prescribe, and more. Listen to Praying On Purpose - short motivational messages and Torah insights by Rabbi Larry Rothwachs. Delivered 3x a week, these messages are crafted to inspire increased thought and enhanced awareness of the prayers that we recite, focusing on the “why,” the “how” and the “what” of daily prayer. Please listen to and share this podcast, and let us know what you think on the Orthodox Conundrum Discussion Group on Facebook (https://www.facebook.com/groups/432020081498108). 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 https://www.patreon.com/jewishcoffeehouse. Check out https://jewishcoffeehouse.com/ for the Orthodox Conundrum and other great podcasts, and remember to subscribe to them on your favorite podcast provider. Also visit https://www.jchpodcasts.com/ to learn all about creating your own podcast. Music: "Happy Rock" by bensound.com