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Living Beyond the Checklist by Rav Moshe Weinberger

From the Fire Parshas Devarim Living Beyond the Checklist

By Rav Moshe Weinberger Adapted for publication by Binyomin Wolf

Rav Yaakov Yitzchak of Peshischa, known as the Yid Hakadosh, zy”a, studied a few psukim from Sefer Devarim every day and encouraged his chassidim to do the same in order to increase their fear of Heaven. He called Sefer Devarim the best mussar sefer. The Maharal, Reb Tzadok Hakohein, and others explain the deep essence of Sefer Devarim, but on a simple level, we must understand the unique nature of the sefer and why Shabbos Chazon, the Shabbos before Tisha B’Av, always occurs on Parshas Devarim.

There is a pasuk in Shmuel (2:1:18) which refers to a mysterious book called “Sefer Hayashar,” “the Book of the Upright.” The Gemara (Avoda Zara 25a) offers a number of opinions regarding the identity of this book: Rabbi Chiya bar Abba says in the name of Rabbi Yochanan, “This refers to the book of Avraham, Yitzchak, and Yaakov [Sefer Bereishis] who were called upright...” Rabbi Elazar says, “This refers to the Repetition of the Torah [Sefer Devarim]. Why is it called the Book of the Upright? Because the pasuk (Devarim 6:18) says,

‘And you shall do what is upright and good in the eyes of Hashem.’” Rabbi

Shmuel bar Nachmeini says, “This refers to the book of Shoftim. Why was it called the Book of the Upright?

Because the pasuk (Shoftim 21:25) says, ‘In those days there was no king in Israel; each person did what was upright in his own eyes.’”

The Maharsha, commenting on this Gemara, points out that it is understandable why Bereishis would be called the Book of the Upright since its central theme is the lives of our upright forefathers. It is also understandable why Shoftim would be called the Book of the Upright because the people at that time were the antithesis of that which is upright. Why, he asks, would Sefer Devarim be called the Book of the Upright based only on one pasuk that uses the word “upright”? Indeed, the word also appears in Sefer Shemos.

The Iyun Yaakov, a commentary on the Ein Yaakov, answers that Devarim, not Shemos is called the Book of the Upright because the word “upright” appears four times in Sefer Devarim and only once in Shemos, but this explanation is not satisfying. The Navi must have used the title “The Book of the Upright” to describe the book’s essence and not based on a tally of how many times the word “upright” is used in each book.

The Maharsha offers a beautiful explanation. By and large, all of the individual mitzvos are given in the other four books of the Torah. They are given as a list of details; a string of “thou shalts” and “though shalt nots.” The purpose of Sefer Devarim is to wrap all of those details into a unified whole called a “Jew,” a spiritual identity which is greater than the sum of its parts. The purpose of Sefer Devarim is to teach a person how to go above and beyond each of the individual details of Jewish life to become someone who does “what is good and upright in the eyes of Hashem.” Such a Jew connects the dots of each of the mitzvos into one single transcendent reality. He lives not just to fulfill each of his obligations but to make his Father in Heaven proud.

The Gemara (Taanis 15a) says, “Not everyone will merit light and not everyone will merit joy. The tzaddikim merit light and the upright merit joy.” Rashi points out that the upright are on a higher level than the tzaddikim. The commentaries ask how Rashi could explain that the upright are greater than tzaddikim. Aren’t tzaddikim also upright?

It must be that while tzaddikim keep

68 all of the individual mitzvos, the upright weave all of those details together and go beyond the letter of the law. An upright The Jewish Home | AUGUST 4, 2022 person sanctifies himself by avoiding even certain things which are permissible because he listens to the voice of Hashem within himself. Hashem’s will is not the sum of everything which is technically permissible or forbidden. An upright Jew asks himself what Hashem wants. In the Talmud, Rabbi Yehuda normally does not derive anything from the juxtaposition of seemingly unrelated pesukim based on the principle that the pesukim of the Torah are not written in chronological order. But the Gemara (Yevamos 4a) says that Rabbi Yehuda does derive teachings based on the juxtaposition of pesukim in one book: Sefer Devarim. Why? Because a pasuk in Tehilim (111:8) says, “Steadfast [semuchim, juxtaposed] forever, made in truth and uprightness,” and Sefer Devarim is called the Book of the Upright. Because the pasuk uses the word for “juxtaposed” with the word “upright,” Rabbi Yehuda infers that one can learn from juxtaposed pesukim in the book known as “upright.” Because Sefer Devarim is the Book of the Upright, in which everything about Yiddishkeit is connected, Rabbi Yehuda can derive laws from even seemingly unrelated pesukim which are found side-byside. In other words, because of Sefer Devarim’s identity as a book which connects all of the seemingly disparate details of halacha, one can derive laws from even the seemingly insignificant order of the pesukim.

The lack of uprightness was the central theme of Yeshaya Hanavi’s rebuke of the Jewish people in the haftara of Shabbos Chazon (Yeshaya 1:2, 4). He wrote, “Children I have raised and exalted, yet they have rebelled against Me... Woe to a sinful nation, a people heavy with sin, children of evildoers, corrupt children. They have abandoned Hashem, they have angered the Holy One of Israel, they have turned backwards.”

One might think that these harsh pesukim must refer to the worst nonobservant Jews who are heretics and idol worshipers. But it is clear from the pesukim later in the perek that the Navi is speaking to very “frum” Jews! The Navi says (Id. at 12, 14-15), “When you come to appear before Me [in the Beis Hamikdash on Pesach Shavuos and Sukkos], who requested this of you, to trample My courts? ... Your New Moons and your appointed

They attempted to keep all of the details while forgetting about the heart of Yiddishkeit.

seasons My soul hates, they are a burden to me. I am weary of enduring them... Even when you pray at length, I do not hear; your hands are full of blood.” The Navi is speaking to Jews who were careful to come to the Beis Hamikdash three times a year. This shows that they were also careful with all of the laws of purity and impurity. They also kept Shabbos and Rosh Chodesh. And not only did they daven, but they “pray at length!” Yet Hashem despises their service?

Why did Hashem reject their service? Because they attempted to keep all of the details while forgetting about the heart of Yiddishkeit. They were not upright. They did not study the ultimate mussar sefer, the book of Devarim. They kept only “checklist Yiddishkeit,” without ever asking, “What does Hashem want? What will make Him happy?” They made no effort to fulfill, “And you shall do what is upright and good in the eyes of Hashem.” They managed to keep the mitzvos but turned away from G-d.

Hashem told them through the Navi, “This is not what I asked of you! This is not what I wanted!” Hashem told them (Id. at 16-17), “Wash, cleanse yourselves... learn to do good, seek justice.” The way to rectify their sin was not to become frummer but to become more upright.

How do we see this today? My parents were at a hotel in the Catskills which was full of many frum Jews. As the guests were leaving the hotel, they were packing up provisions from the hotel’s catering department for the road. They did not limit themselves to a few cookies for the road, however. Many people loaded up shopping bags full of food to bring back home. He saw one older man accidentally drop a shopping bag he was carrying from the hotel kitchen. Six or seven bags of hot dog buns fell out of the bag. This man may have davened a beautiful Shacharis and gone to the mikvah that morning, but here he was stealing from the hotel. Where is the uprightness?

Reb Shlomo Katz circulated a story told by Rabbi Shlomo Carlebach that brings this idea to life.

Reb Shlomo knew one major rosh yeshiva who stopped talking to him because of his unusual outreach activities. He was still cordial to Reb Shlomo but always let him know that he did not approve of what he was doing. One day, Reb Shlomo saw this rosh yeshiva on an El Al flight from Eretz Yisroel to America. As Reb Shlomo was about to pass the rosh yeshiva, he saw that a young woman, a “hippie” he knew from Los Angeles, was sitting right next to the rosh yeshiva. Reb Shlomo knew what the girl was going through and that she had just separated from her non-Jewish boyfriend. She had gone to Eretz Yisroel but had to return to the States. As he passed the rosh yeshiva, Reb Shlomo told him, “Heilige rosh yeshiva, you have twelve hours. Do you know what kind of mitzvah G-d put under your nose? You could talk to this girl and give her strength forever.” The rosh yeshiva looked at Reb Shlomo as if to say, “Me, talk to her? Are you crazy? I have to learn!” But the rosh yeshiva was a great man. Reb Shlomo slept for a few hours during the flight but woke up to find the rosh yeshiva standing next to him. He told Reb Shlomo, “I want you to know, I got a little taste of what you’re doing. Thank you so much.”

Reb Shlomo concluded that the letter of the law may be that one should not talk to women. And while one must know the proper way to do such things, Hashem’s will at that time was that the rosh yeshiva talk to the girl and strengthen her. For a long time after that flight, the girl would tell Reb Shlomo, “I want you to know, on that El Al flight with that big rosh yeshiva, he literally saved my life.”

We must look beyond checking off all of our religious obligations from our Yiddishkeit checklist and ask ourselves, “What does Hashem want from me right now? What would make Him proud?”

May we merit to live upright lives, and may this Tisha B’Av be transformed from a day of mourning into a day of celebration as we greet Moshiach with the arrival of the final redemption.

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