Scott Kahn

Orthodox Conundrum

Religion EN ↓ 346 episodes

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

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Author

Scott Kahn

Category

Religion

Podcast website

jewishcoffeehouse.com

Latest episode

Nov 9, 2026

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Episodes

Orthodox Women & Talmud Study: Setting Higher Standards and Goals, with Rabbanit Michelle Cohen Farber (158) 08.05.2023

Last month, it was reported that due to low enrollment, the beginners and intermediate Talmud courses for women at Yeshiva University's Stern College would not be offered next year, meaning that the only remaining Talmud course would be the advanced class. We also learned that GPATS - the Graduate Program in Advanced Talmud and Tanach Studies - would only have one Talmud track instead of two, as i...

Casual Cruelty, Social Media, and Troubling Orthodox Discourse: Lashon Hara in 2023, with Rabbi Daniel Z. Feldman (157) 01.05.2023

An important issue raised by our increased reliance on social media is the question of what it has done to the quality of our discourse: that is, the things we say, and the way we say them. It seems that too often, a willingness to engage in casual cruelty has emerged along with the social media revolution; and this has a serious effect on the way we live our lives away from our screens. And, of c...

Don't Put All Our Eggs in the Israeli Basket: Defending & Celebrating Diaspora Jewish Communities, with Maharat Ruth Friedman (156) 24.04.2023

In last week's episode, Episode 155, Scott spoke with Rabbi Mark Wildes of the Manhattan Jewish Experience about whether diaspora Jews have enough engagement with Israel, whether they care enough about Israel, and if they have the moral right to actively try to affect Israeli policies. They talked about whether diaspora communities have independent integrity, or if they should instead be seen as w...

Do Diaspora Jews Care About Israel... Enough? (155) 18.04.2023

With the terrible and heartbreaking news that came out of Israel over the course of Pesach - a mother and two children murdered by terrorists, a car ramming in Tel Aviv with an Italian tourist dead and others injured, plus rockets launched at Israel from Lebanon and Gaza - some have noted a disconnect between the attitudes of Jews who live in Israel, and those who live in the diaspora. The two gro...

Making Your Seder Engaging and Meaningful for Everyone (Bonus Episode) 03.04.2023

As we approach the first night of Pesach, many people are looking for ideas that will enhance the Seder, and divrei Torah that will be meaningful to people who sit with us around the table. To that end, Scott spoke with the morning seder faculty of Yeshivat Yesodei HaTorah, the yeshiva that he directed alongside Rabbi Pesach Wolicki for eleven years. Along with Rabbi Wolicki, he was joined by Rabb...

Crisis in Israel, Judicial Reform, and the Future of the Jewish State: Getting the Real Story, with Haviv Rettig Gur (154) 30.03.2023

Israel is in crisis, and Israeli society is deeply torn over the government's proposed reforms to the judiciary. However, while many people talk about what the Likud-led government is trying to do, there is less information about what is actually happening and its ramifications. With the dramatic events of this past week, when Defense Minister Yoav Gallant publicly suggested that the government ne...

The Anxieties of Being Orthodox... and Preventing Mental Health Crises Before They Happen, with Rabbi Dr. Eitan Eisen (152) 20.03.2023

As Orthodox Jews, we usually find the experience of mitzvah observance and participation in the Orthodox community to be a source of great religious meaning, comfort, and fellowship; Torah Judaism is the way that Orthodox Jews interact with G-d, and that reality, alongside the communal and social aspects, has made Orthodoxy a source of pride and joy. We must also recognize that aspects of Orthodox...

"A Good Question is Better than a Not Good Answer": Finding Meaning After Staring Into the Abyss, with Ephraim Rimel (151) 13.03.2023

Nietzsche said, "When you look long into an abyss, the abyss also looks into you." Today's episode deals with a horrible situation where someone retained his sense of meaning, faith, and belief despite staring into the abyss. Ephraim Rimel experienced just about the worst thing that a person could experience, and somehow moved forward with his belief in G-d and Torah intact. He acknowledged that h...

Alcohol Abuse and the Orthodox Community: Do We Have a Problem? (Originally released in February, 2020) 05.03.2023

In preparation for Purim, the Orthodox Conundrum is rereleasing an episode from 2020 with Dr. Zev Ganz, dealing with teenagers and alcohol abuse. Purim is, if not the most joyous holiday on the Jewish calendar, then certainly the most "fun." And therein lies the problem: are we teaching our children and students that having fun requires alcohol? Is teenage alcohol abuse a real danger, or is it hea...

The Meaning of Amalek for Orthodox Jews Today, with Rabbi Aryeh Klapper (Originally released in March, 2022) 02.03.2023

In preparation for Parashat Zachor, the Orthodox Conundrum is rereleasing an episode from last year with Rabbi Aryeh Klapper, dealing with questions surrounding Amalek. How should Orthodox Jews relate to the mitzvah of wiping out Amalek - a Torah law that might seem immoral? What are we remembering when we think of Amalek, and is there a message within that resonates with committed Torah Jews livi...

OTD, Datlash, and the Religious Spectrum: When Orthodox Jews Leave Orthodoxy, with Rabbi Alex Israel (150) 27.02.2023

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...

"Keep It, Reformulate It, or Discard It": Losing and Regaining Faith, with Rabbi Pesach Sommer (149) 20.02.2023

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 pra...

A Vision of Separating Halacha & State, not Religion & State: A Conversation with Rabbi Aaron Leibowitz (148) 13.02.2023

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...

Disappointment, Disillusionment, and Dejection: When Rabbis Let Us Down, with Shoshanna Keats-Jaskoll (147) 06.02.2023

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 rabb...

Rav Moshe Kahn ZT"L and the Future of Women's Torah Study (146) 30.01.2023

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...

The Challenges of Teaching Tzniut & the Challenges of Being Tzanua, with Shayna Goldberg (145) 23.01.2023

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 t...

LGBTQ+, Jewish Law, and Compassion, with Rav Yoni Rosensweig (144) 16.01.2023

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 app...

Jewish-Muslim Dialogue: Serious Challenges and Unique Opportunities, With Rabbi Dr. Yakov Nagen (143) 09.01.2023

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 epis...

Does Modern Orthodoxy's Attitude Toward LGBTQ+ Represent A Moral Failure? Responding to Ben Shapiro (142) 02.01.2023

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 sh...

Different Roles, Different Relationships, & Different Skills: Rabbinic Counseling and Psychotherapy with Rabbi Larry Rothwachs (141) 26.12.2022

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 congr...

The REAL History of Chanukah... And Why It Matters Today, with Dr. Malka Simkovich (140) 19.12.2022

Something about Chanukah speaks to almost all of us... which highlights the fact that the message of Chanukah retains enough ambiguity that different groups can understand it in different and even contradictory ways. This ambiguity goes back to the very earliest days of the holiday's celebration while the Second Temple still stood; it's reflected in Rabbinic sources and in our liturgy, as well. An...

Rabbi Jonathan Sacks ZT"L (Part 2): His Thought and Philosophy (139) 12.12.2022

On November 14th, the Orthodox Conundrum released a panel discussion dealing with Rav Jonathan Sacks zt'l's life, leadership, and legacy. Today we offer a sequel to that episode, as Scott speaks with Dr. Tanya White and Rabbi Dr. Samuel Lebens about the thought and philosophy of Rabbi Sacks. They address many important issues, including Rabbi Sacks's originality, his idea of covenant, the importan...

Confrontation 2022: Jewish-Christian Dialogue and Its Questions, with Rabbi Pesach Wolicki (138) 06.12.2022

Scott and his close friend Rabbi Pesach Wolicki founded a yeshiva, Yesodei HaTorah, over 18 years ago. Yesodei HaTorah was dedicated to skill building in reading Jewish texts, and helping each student develop an independent Torah philosophy. And in 2015, the yeshiva closed down when it didn't recruit enough students to keep it going. At that point, Scott moved into the podcasting sphere. Pesach, i...

The Chaim Walder Case, One Year Later: What Has Changed... and What Hasn't, with Shana Aaronson (137) 29.11.2022

On November 12, 2021, Haaretz first reported that several women alleged that popular author Chaim Walder had sexually assaulted them for years, in some cases starting when they were children. Soon after, many more people came forward with similar accusations. And on December 27, 2021 Walder was found dead from a self-inflicted gunshot wound, lying next to his son's grave. This all took place appro...

Is the Orthodox World Moving Away From Kindness? A Conversation with Rabbi Todd Berman (136) 21.11.2022

Torah Judaism offers a vision that is kind, loving, just, and G-d-centric. Some Orthodox Jews, however, feel that the community has begun to lose its way, as too many people emphasize peripheral elements at the expense of the Torah's core values. Rabbi Todd Berman wrote about this in a well received Times of Israel blog post entitled, Choosing a Kinder, Gentler Religious Zionism, and Scott spoke t...

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