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Most people know that Tu B’Av is considered the Jewish “holiday of love.” Fewer know that the Mishnah calls it one of the happiest days of the entire year—even placing it alongside Yom Kippur. Why? What could possibly make this almost-forgotten day so extraordinary? In this class, we set aside the familiar historical events of Tu B’Av and focus instead on one seemingly insignificant detail: the daughters of Jerusalem borrowed white dresses from one another before going out to the vineyards. Why did the Mishnah preserve that image? What does a borrowed dress teach us about dignity, generosity, marriage, community, and ultimately the rebuilding of the Beit HaMikdash? More than a lesson about shidduchim, this is a lesson about becoming people who create connections. In a world where we often remain safely within our own “dalet amot”—our personal space—Tu B’Av challenges us to step beyond ourselves, to invite others in, and to replace the divisions of Tisha B’Av with acts of ahavat chinam. Sometimes rebuilding the Jewish people doesn’t begin with grand gestures. Sometimes it begins with one borrowed dress, one open heart, and one courageous step toward another person.
This past Shabbat we entered Shabbat Naḥamu , the Shabbat of Comfort, and with it began the seven weeks that lead us from the ashes of Tishah Be’Av toward the hope of Rosh HaShanah. Then, on Tuesday night and Wednesday, we celebrate Tu Be’Av , the fifteenth day of the Hebrew month of Av, a day that our Sages describe as one of the happiest days of the Jewish year. How can the Jewish calendar move so quickly from the deepest national mourning to one of its greatest celebrations? What changed in just a few days? In this morning’s class we explore a profound answer. Tu Be’Av is not a departure from Tishah Be’Av—it is its completion. The destruction of the Beit HaMikdash was not only our tragedy; it was, so to speak, HaShem’s. When our mourning matures from grieving what we lost to recognizing the pain caused to Avinu ShebaShamayim , consolation can begin. Drawing upon the Gemara, Midrash, and the timeless teachings passed down by my rabbis, we discover why Tu Be’Av stands alongside Yom Kippur as a day of joy, how true teshuvah is rooted in empathy for HaShem, and why the first steps toward rebuilding the Beit HaMikdash begin not with stones, but with repaired relationships—with HaShem and with one another.
This morning , we explore one of the Torah’s greatest paradoxes. The generation that ate the manna never worried about planting, harvesting, or earning a livelihood. Every morning, their sustenance descended directly from Heaven. Yet the Torah repeatedly calls the manna a test. How can a daily miracle be considered a test? Drawing on the teachings of Rabbi Yissocher Frand, the Sforno, and the Lubavitcher Rebbe, we discover that the greatest spiritual challenges are not always found in hardship. Sometimes they are hidden inside our greatest blessings. Through the remarkable stories of Hillel and Rabbi Elazar ben Ḥarsom, together with the timeless lessons of Parashat Eikev, we will see that both poverty and prosperity demand emunah. An empty basket teaches us to trust HaShem for tomorrow, while a full basket challenges us never to forget the true Source of our success. The circumstances of the test may change, but our mission remains the same: to recognize every blessing as a gift from HaShem and to use it to build a life of Torah, mitzvot, gratitude, and purpose.
Parashat VaEtḥanan – The Whisper Before the Shout Why does HaShem sometimes whisper before He shouts? Drawing upon the profound teachings of Rav Eliyahu Eliezer Dessler, the revered teacher of Rabbi Asher Abittan, this week’s podcast explores one of Judaism’s most difficult questions: not why suffering exists, but how we are meant to respond when life is disrupted. Through the words of Moshe Rabbeinu in Parashat VaEtḥanan, we discover the remarkable promise of “u’vikashtem misham” —that even “from there,” from places of pain, confusion, and exile, we can still seek and find HaShem. As we journey from Tish’a Be’Av toward Shabbat Naḥamu, Rav Dessler reminds us that Judaism does not ask us to explain every wound. Instead, it invites us to listen for HaShem’s gentle whisper before life forces us to hear the shout. This episode is a thoughtful reflection on suffering, teshuvah, hope, and the quiet courage to keep searching for HaShem—even when we do not yet understand the road before us.
Parashat Va’Etḥanan is filled with warnings against idolatry, even though few of us feel tempted to bow before a statue. Rabbi Frand explains that the ancient idol may have disappeared, but another form of worship remains very much alive: “I-dolatry.” When our need for control, honor, and recognition becomes so strong that we cannot tolerate frustration or disagreement, the ego quietly takes the place that belongs to HaShem. In this morning's class, we explore the Gemara’s comparison between anger and avodah zarah, the deeper meaning of performing a mitzvah because it was commanded, and the Ḥasidic distinction between unhealthy self-erasure and genuine humility. The goal is not to disappear, but to place our talents, needs, and personalities in the service of something higher—and to remember, especially when life refuses to follow our plans, that there is a G-d, and it is not us.
When the Answer Is “No” The Zohar on Torah, Prayer, and the Journey from Tish’a BeAv to Naḥamu As we emerge from Tish’a BeAv and begin the journey toward Shabbat Naḥamu, the Zohar offers a surprising perspective on one of the Torah’s most heartbreaking moments. Moshe Rabbeinu stands at the border of Eretz Yisrael after forty years of faithful leadership, yet his heartfelt plea to enter the Land is denied. Rather than focusing on Moshe’s prayer alone, the Zohar leads us through a remarkable exploration of the Tree of Life, the soul’s nightly return to its Creator, and the true nature of prayer offered with humility. Drawing upon the teachings of the Zohar, Rabbi Akiva’s timeless parable of the fish and the water, King David’s midnight awakening to Torah, and King Ḥizkiyahu’s prayer in the face of an impossible decree, we discover that Judaism does not promise a life without disappointment. Instead, it teaches us how to remain connected to HaShem when the answer is “not yet”—or even “no.” This class explores how Torah becomes our Tree of Life, how every morning is a renewed gift of the soul, and how sincere prayers are never lost, but ascend before the King as crowns. It is a message of faith, resilience, and hope—a fitting bridge from the mourning of Tish’a BeAv to the comfort of Shabbat Naḥamu
Although this class was delivered on the night of Tish’ah BeAb, its message extends far beyond the fast day. It is a timeless exploration of exile, faith, the hidden presence of the Shekhinah, and the enduring hope that what has been broken can once again be made whole. From Ayekka to Eichah: The Hidden Journey from Revelation to Redemption What is the connection between the very first question HaShem asked Adam in Gan Eden— “Ayekka, Where are you?” —and the opening cry of Megillat Eichah? Why did Moshe Rabbenu, Yeshayahu HaNavi, and Yirmiyahu HaNavi all use the same haunting word, “Eichah” ? And what is the deeper meaning behind the Kabbalistic teaching of the “fallen lower heh ” and the concealed Shekhinah? In this Tish’ah BeAb lecture, delivered at the Edmond J. Safra Synagogue in Manhattan, we explore the first chapter of Megillat Eichah through the lens of Midrash, Zohar, and Kabbalah. Along the way, we discover how the words Ayekka , Anochi , and Eichah trace the spiritual journey of the Jewish people—from Gan Eden to Har Sinai, from the destruction of Yerushalayim to the hope of redemption. The class concludes with a beautiful insight into the unique Syrian custom of beginning the night of Tish’ah BeAb with Parashat Ha’azinu , revealing how our liturgy itself carries the message that even in the depths of exile, the covenant endures and redemption is already waiting to emerge.
This week’s Shabbat morning class explored one of the most surprising lessons in Sefer Devarim. As Moshe Rabbenu delivers his final words to the Jewish people, he waits until the very end of his life to offer rebuke. Why did he wait? Drawing on the teachings of Rabbi Amram Sananes, we discover that the Torah’s goal is never simply to correct behavior—it is to build people. Through the examples of Yaakov and Reuven, the episode of the meraglim, the Dubno Maggid’s moving parable, and the unforgettable stories of Rav Shlomo Wolbe and Rav Elḥanan Wasserman, we learn that truth is heard only when it is wrapped in love, wisdom, and compassion. This class was delivered on Shabbat morning and, after a number of congregants asked that it be made available, it was recorded after Shabbat for those who wished to hear it again or share it with others. As we approach Tish’ah BeAv, may we all choose words that heal rather than hurt, encourage rather than discourage, and strengthen rather than divide. If sin’at ḥinam contributed to the destruction of the Bet HaMikdash, then every act of ahavat ḥinam and every word that builds another person brings us one step closer to its rebuilding.
Shabbat Ḥazon brings us face to face with one haunting word: Eichah . Moshe asks, “How can we carry you alone?” Yeshayahu cries over a faithful city that lost its way, and Yirmeyahu mourns Jerusalem sitting in solitude. But before all of them, HaShem asked Adam: Ayekah—Where are you? The question was never about location. It was about responsibility, honesty, and whether we are willing to step out from behind the trees. In this class, we explore the deeper reading of Ayekah as Ayeh koh—Where is the light? Where is the hidden potential, the blessing, and the Divine spark within us? From Aharon’s pursuit of peace, to Yosef’s ability to see HaShem beneath the surface of history, to the hidden light of Chanukah, the message is clear: Jerusalem begins to be rebuilt when we stop leaving the work to someone else, learn to see more deeply, and carry our own portion.
The Advice We Only Understand Later Parashat Devarim is unique. For nearly the entire Chumash, from the book of Exodus and forward, Moshe Rabbeinu is leading the Jewish people through events as they unfold. But now, standing at the threshold of Eretz Yisrael, he speaks differently. Devarim is a farewell address. It is a lifetime of wisdom distilled into one final conversation. Some of Moshe’s words were understood immediately. Others would only be understood years—even centuries—later. There is a remarkable story about Rabbi Yisrael Zev Gustman, one of the great Torah scholars of the twentieth century. As a young dayan in Vilna, he once accompanied his revered teacher, Rabbi Chaim Ozer Grodzzinski, on a walk outside the city. During that walk, Rabbi Chaim Ozer did something that seemed completely out of character. Instead of discussing a difficult sugya, he pointed to plants, shrubs, and trees, explaining which could be eaten and which were poisonous. He even showed Rabbi Gustman certain places in the forest and told him to remember them. Rabbi Gustman could not understand why the gadol hador was spending precious time teaching botany instead of Torah. Then came the Holocaust. Forced to flee into the forests with his wife and daughter, Rabbi Gustman survived for years on wild vegetation. The lessons that had seemed so strange suddenly became the difference between life and death. Only then did he realize that his teacher had been preparing him for a future neither of them ever discussed openly. Years later, after rebuilding his life in Jerusalem and becoming a great Rosh Yeshivah, Rabbi Gustman personally watered the plants around his yeshivah. A student once wondered why a man of his stature, already elderly and physically weakened by the horrors of the Holocaust, would do work that could easily have been left to someone else. The answer was simple. Those plants represented life. They reminded him of the Creator’s kindness and of the lessons that had sustained his family when everything else had been taken away. Every drop of water he poured onto those plants was an expression of hakarat hatov. Perhaps that is one of the messages of Sefer Devarim. There are teachings in life that seem unnecessary today. There are mitzvot we do not yet appreciate, values we cannot yet understand, and pieces of advice from parents, teachers, and Torah that seem to have no immediate relevance. Then life changes. Years later, we suddenly discover that those very lessons have become our strength. We realize that what once seemed unrelated was actually preparing us for a moment only Hashem could foresee. That is the greatness of Moshe Rabbeinu’s final words. He was not speaking only to the generation standing before him. He was speaking to every generation, including ours. Sometimes we hear his words immediately. Sometimes we spend years wondering why they were said. And then one day, life itself whispers the answer: “Now I understand what Moshe was trying to teach us.”
The Eyes of a Father How HaShem Looks at Us—and How We Should Look at One Another As we begin Sefer Devarim, Moshe Rabbeinu opens not with harsh criticism, but with remarkable compassion. Before reminding the Jewish people where they stumbled, he reminds them that they are still loved. Drawing on the timeless teachings of Rav Dessler and lessons we were privileged to learn from Rabbi Asher Abittan זצ״ל, this class explores one of the Torah’s most transformative ideas: HaShem relates to us not merely as a King to His subjects, but as a loving Father to His children. Through the story of Kalev, the episode of the meraglim, and two unforgettable stories shared by Rav Elimelech Biderman, we discover the enduring promise of our Sages: “אֵין אָדָם שׁוֹמֵעַ לִי וּמַפְסִיד” —no one ever loses by listening to HaShem. When we begin to see ourselves through the eyes of our Father in Heaven, we also learn to see one another with greater compassion, greater hope, and greater love.
If someone told you that your soul is already pure, you might ask a very reasonable question: If that’s true, then what exactly am I here to fix? This morning’s Breakfast & a Class grew out of a question asked after Shaharit—a question that opened the door to one of the most profound teachings of the Ben Ish Ḥai. Together we explore the purity of the neshamah, the purpose of our lives, the meaning of tikkun , and why each of us has been entrusted with a unique mission that no one else can fulfill. What made the morning especially meaningful was what happened after the class. A few people who rarely attend synagogue happened to be there, and I wondered whether such a deep topic might be too much. Instead, they came over afterward to say how much the discussion spoke to them. Later that day, while I was at the cemetery, the conversation continued as one person shared the ideas with others, leading to an entirely new discussion about reincarnation and the journey of the soul. Sometimes HaShem reminds us that the people who need to hear a particular message are exactly the people He sends to hear it. I hope this class leaves you with the same question to ponder tomorrow morning as you recite Elokai Neshamah : If my soul is already pure, what mission has HaShem entrusted to me today?
This week's double parashah, Matot–Masei , challenges us to rethink what it means to truly see another person. We often assume that kindness requires grand gestures, yet the Torah teaches that some of life's greatest mitzvot begin with something much simpler: noticing the person everyone else overlooks. Through the lessons of Reuven and Gad, the Cities of Refuge, and a remarkable true story about a man who spent every Shabbat seeking out the one person standing alone at kiddush, we'll discover how changing our perspective can change someone else's life. In this morning's Breakfast & a Class , we explore why Moshe Rabbeinu reordered the priorities of the Jewish people, why the accidental murderer was never left to face exile alone, and how each of us can become a source of refuge for another Jew. Sometimes the most meaningful act of chesed takes only a few minutes—but those few minutes can transform another person's Shabbat, and perhaps even their life. Join us for a practical and inspiring lesson on seeing what has been there all along.
This week, as we conclude the Book of Bamidbar with Parashat Masei, we explore one of the Torah's most unusual mitzvot: the Ir Miklat, the City of Refuge. Why does the Torah send an accidental killer to live among the Levi'im? And why is his freedom tied not to a fixed sentence, but to the life of the Kohen Gadol? At first glance, these laws seem difficult to understand. Yet hidden within them is one of the Torah's most profound lessons about leadership, responsibility, prayer, and the value of every human life. Drawing on the beautiful insights of Rabbi Mordechai Kamenetzky, together with a deeper perspective from Rabbi Yitzchok Adlerstein, we discover that Judaism does not simply punish—it seeks to transform. The Kohen Gadol is held responsible not only for what he does, but for what he prays for. The Levi'im become teachers of compassion rather than jailers. And the accidental killer is given the opportunity to become a different person entirely. This class challenges each of us to ask a simple but life-changing question: Whose welfare am I praying for, and whose burden am I willing to carry? It is a powerful message for every parent, teacher, rabbi, employer, and anyone who hopes to make a difference in the lives of others.
In this week's Parashat Matot, Moshe Rabbenu makes what appears to be a tiny edit to the words of the tribes of Gad and Reuven—but that subtle change reveals one of the Torah's deepest lessons about values. Why did Moshe reverse the order of their request, placing their children before their livestock? Through the insights of Rashi, the Midrash, Rabbi Mordechai Kamenetzky, and Rabbi Yissocher Frand, we discover that the order of our words often reflects the order of our priorities. This class challenges each of us to examine not what we say is important, but what our calendars, our conversations, and our daily choices reveal about what truly comes first. Moshe's timeless lesson reminds us that successful lives and successful families are built when people come before possessions, relationships before accomplishments, and children before everything else. A powerful and practical message for parents, grandparents, leaders, and anyone striving to live a life of Torah with the right priorities.
This week, Parashat Matot opens with what appears to be a simple halachic question: What is the difference between a neder (vow) and a shevua (oath)? Yet beneath the legal definitions lies one of the Torah's most profound lessons about the power of human speech. Through the heartbreaking story of Yiftaḥ's daughter, the remarkable self-control of Boaz on the threshing floor, and the inspiring encounter between Shimon HaTzaddik and the Nazir, we discover that our words do far more than communicate—they create reality. Sometimes they change an object, sometimes they change the person, and sometimes they shape an entire future. In this morning's Breakfast & a Class , we explore why Chazal treated vows with such caution, why Boaz's restraint became the foundation of the Davidic dynasty, and how the Torah challenges us to think before we speak and to recognize the sacred power entrusted to every word that leaves our lips. It is a practical and inspiring journey through halachah, Tanach, and the wisdom of our Sages that reminds us that the greatest battles are often won not by changing the world around us, but by changing ourselves.
The Heart Behind the Spear – Why Pinchas Earned a Covenant of Peace Based on Ari Waldman;s notes How can the Torah’s most famous act of zeal be rewarded with a Covenant of Peace ? At first glance, the story of Pinchas seems to celebrate violence in the name of righteousness. But what if we’ve misunderstood the entire episode? In this week’s class, we uncover a remarkable insight from Rav Hirsch, the Ramban, and the Rambam that completely redefines the meaning of kin’ah . The Torah’s “jealousy” is not envy, anger, or fanaticism—it is the passionate determination to protect a sacred relationship. As we journey through the parashah, we’ll discover that the same action can emerge from two completely different hearts: one driven by ego and superiority, the other by profound love for Hashem, His Torah, and His people. Through powerful Torah sources and a moving contemporary story, we’ll see why Hashem wasn’t rewarding the spear in Pinchas’ hand, but the love that filled his heart. In a world where passion is often mistaken for intolerance, this timeless lesson teaches us that authentic kin’at Hashem is never about winning an argument—it is about refusing to become indifferent when something sacred is at stake.
The Humility That Brings Redemption Why Pinchas Received the Covenant of Peace Why was Pinchas rewarded with 'בְּרִיתִי שָׁלוֹם'—HaShem's covenant of peace? Most of us would answer that it was because of his courage or his zeal. But Chazal reveal a far deeper truth. Beneath the dramatic story of Pinchas lies a profound lesson about humility, inner balance, and the kind of peace that begins within a person before it can ever exist between people. In this morning’s class, we follow Pinchas through Balak, Pinchas, and Matot, discovering why the Torah refuses to let him leave the stage. Drawing on the teachings of the Tzror HaMor, Sforno, Shvilei Pinchas, Ohev Yisrael, and the Maggid of Mezritch, we explore the harmony of the four elements, the humility of the angels Michael and Gavriel, the hidden meaning of Pinchas' spear, and the surprising connection between jealousy, the evil eye, and the destruction of the Bet HaMikdash. During these days of Bein HaMetzarim, this timeless message reminds us that the path from sin'at chinam to ahavat chinam, and ultimately from exile to redemption, begins with the humility to recognize that each of us has been given exactly what we need to fulfill the unique mission HaShem has entrusted
The Danger of an Unreleased Vow Parashat Matot opens with one of the Torah’s most important laws: “Lo yachel devaro”—a person should not profane his word. When we make a neder (vow) or shevuah (oath), our words become sacred, and the Torah teaches us to honor them. At the same time, the Torah also teaches that there are legitimate ways to dissolve a vow through hatarat nedarim, because the Torah does not want a person trapped forever by words spoken in haste. The Gemara tells us that one of the greatest tragedies in Tanach occurred because two great men allowed honor to stand in the way of halachah. After his victory over Ammon, Yiftach made a rash vow. When he realized the terrible consequences of his words, there was a solution. He could have gone to Pinchas, the Kohen Gadol, to seek release from the vow. But Yiftach said, “I am the judge. Why should I go to him?” Pinchas said, “I am the Kohen Gadol. Why should I go to him?” Neither was willing to humble himself. The Midrash says that because each waited for the other, an innocent life was lost. ( We believe she lived alone on a mountain top all of her days). The tragedy was not caused by the vow alone. It was caused by pride. Our Sages teach that Pinchas was punished for failing to act. The Divine Presence departed from him, and according to the Midrash, he lost the the souls of Nadavand Avihu, The halachic lesson is profound. Judaism certainly teaches us to be careful with our words. Better not to make a vow than to struggle to keep it. But it also teaches that when a mistake has been made, we must be humble enough to seek help. There is no shame in asking a rabbi for hatarat nedarim , no embarrassment in admitting we spoke too quickly, and no honor in allowing ego to prevent us from correcting an error. Sometimes the greatest violation of a vow is not the words we spoke—it is refusing to take the steps the Torah itself provides to repair them. May we merit to use our speech with wisdom, keep our promises faithfully, and possess the humility to correct our mistakes before pride turns them into tragedy.
This morning's Breakfast & a Class explored one of the most remarkable patterns in the Torah—how some of the greatest revelations did not begin with prophecy, but with sincere questions asked by ordinary Jews who simply wanted to come closer to HaShem. We followed the striking connection between the people who asked, 'Lamah nigara?—Why should we be left out?' at the time of Pesaḥ Sheni and the daughters of Tzelofḥad, who asked almost the very same question. Rather than looking for exemptions or fewer obligations, they longed for a greater share in the covenant. Their yearning became the catalyst for new sections of the Torah itself. Along the way, we discovered Moshe Rabbeinu's extraordinary humility in bringing their case before HaShem, the timeless lesson of true leadership, and what we really leave as an inheritance to the next generation. I hope this class inspires each of us to ask not, 'What is the least I must do?' but rather, 'How can I draw even closer to HaShem and have a greater share in His Torah, His mitzvot, and His people?'
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