Monday, August 4, 2025

Parashat Va'etchanan: How Does Moshe’s Longing to Enter the Land of Israel Affect Us Today?

 


Parashat Va'etchanan
How Does Moshe’s Longing to Enter the Land of Israel Affect Us Today?


How Can We Ever Appreciate the Privilege of Living in Israel – a Gift Even Moshe Didn’t Merit?
During the four years we lived in the United States, I cried and yearned for the Land of Israel every single day. Before coming to Israel, learning in yeshiva and marrying me, my husband had committed to serve in a physician shortage area in exchange for a scholarship to medical school. He managed to delay fulfilling this obligation for seven years, but eventually, the time came: either work as a prison doctor or face legal consequences. When he consulted with Dayan Eliashiv zt”l, we were surprised to learn that there was no halachic way around it – we would have to leave the Land.
After making Aliyah in 1980 and firmly establishing our home in Eretz Yisrael, the decision to leave in 1988 felt like a personal exile. We found ourselves in the heart of the Big Apple, where my husband began his medical internship. Two years later, in 1990, he was transferred to the Memphis Correctional Center. I had never even heard of Memphis, Tennessee, but to my surprise, it was home to a vibrant and welcoming Jewish community.
Still, despite the Southern warmth and hospitality, I never felt at home. My soul longed for the kedushah – the holiness – of the Land of Israel. Every place I visited outside the Land felt somehow flat, two-dimensional, like living inside a movie set rather than a real, rooted life. Despite the beauty of its lush forests and lovely beaches with their fresh, cooling waters, I never felt a sense of belonging in Denmark. Something essential was missing – and that longing was what propelled my journey toward truth.
When I finally found my way back to Israel, I felt enveloped in a deep sense of peace and security, as though I had returned to my spiritual source. No other place has ever offered me that feeling of being truly at home. Yet, in the heart of my Memphis exile, I found comfort in a teaching from Rav Kook: that every Jew who longs for Eretz Yisrael awakens a spiritual ripple that inspires others to make Aliyah. Indeed, I have been blessed to see many friends from America eventually return home to Israel.
To live permanently in the Holy Land – the place that even Moshe Rabbeinu longed for yet did not merit to enter – is an extraordinary privilege. We must never take it for granted. The depth of Moshe’s yearning, expressed through his 515 heartfelt prayers, reminds us that Eretz Yisrael is not merely a place to live – it is the deepest expression of connection to Hashem.
May we live here with that awareness – with love, gratitude, and a burning desire to sanctify every moment upon this holy soil.

What Can We Learn from Moshe’s Deepest Yearning to Enter the Land?
Moshe Rabbeinu, the greatest of prophets and the most faithful servant of Hashem, had one unfulfilled dream: to enter the Land of Israel. Parashat Va’etchanan opens with a poignant and deeply personal moment – Moshe’s heartfelt plea to Hashem:

ספר דברים פרק ג פסוק כג וָאֶתְחַנַּן אֶל הַשֵּׁם בָּעֵת הַהִוא לֵאמֹר:
“I pleaded with Hashem at that time, saying…” (Devarim 3:23)

Why does the Torah use the term וָאֶתְחַנַּן/va’etchanan – from the root חִנּוּן/chanun – to describe Moshe’s supplication, rather than וָאֶתְפַּלֵּל/va’etpallel? Chazal explain that this word denotes a plea for a matnat chinam – a completely undeserved gift. Moshe, despite all his unparalleled merits, asks not in the merit of his deeds but out of sheer humility, begging for Divine compassion.
The commentaries reveal even deeper layers. The wordוָאֶתְחַנַּן /Va’etchanan shares the numerical value of 515, alluding to the 515 prayers Moshe offered. This is also equal to the words תְּפִלָּה/tefilah – ‘prayer,’ שִׁירָה/shirah –‘song,’ teaching that his prayer was offered with melody and deep emotional expression, setting an example of the highest way of prayer (Pe’anach Raza). The Siftei Kohen notes that Moshe chose the word va’etchanan rather than va’etpallel to indicate his approach: not just a formal prayer, but a heartfelt entreaty rooted in praise and longing. He addressed Hashem first as Adnut, Master of Compassion, and then with the Divine Name of Mercy, expressing his hope to arouse Divine favor.
Why did Moshe pray so intensely? According to Siftei Kohen, he sought not only to enter the Land himself but to elevate its value in the eyes of the people. If he – the greatest of men – longed for it so deeply, offering hundreds of prayers despite knowing a decree had been issued, it must be that Eretz Yisrael is of immeasurable worth. His plea was not only personal; it was national and eternal. By showing how much he yearned for the Land, he taught all generations to long for it, cherish it, and never take it for granted. 

Why Was Moshe So Desperate to Enter the Land?
I’m always moved deeply when I read Moshe’s deepest prayer for entering the Promised Land. It inspires me in the greatest sense and inculcates within me the immeasurable value of Eretz Yisrael.

ספר דברים פרק ג פסוק כה אֶעְבְּרָה נָּא וְאֶרְאֶה אֶת הָאָרֶץ הַטּוֹבָה אֲשֶׁר בְּעֵבֶר הַיַּרְדֵּן הָהָר הַטּוֹב הַזֶּה וְהַלְּבָנֹן:
“Pray let me cross over and see the good land that is on the other side of the Jordan, this good mountain and the Levanon” (Devarim 3:25).

Moshe’s longing to enter Eretz Yisrael was not driven by personal comfort or curiosity. Rather, his yearning for Eretz Yisrael was ultimately spiritual. He longed to fulfill the many mitzvot that can only be kept in the Land – such as terumot, ma’asrot, and shemitah – as Chizkuni notes. His soul thirsted to connect to Hashem in the unique way only possible in the Holy Land, where the physical and spiritual are deeply intertwined. The Ralbag explains that Moshe hoped to increase his own spiritual completeness – both in prophecy and in wisdom – through the Divine influence present in the Land, as it states, “There is no Torah, like the Torah of the Land of Israel” (Midrash Bereishit Rabbah 16:4).
Moshe’s imploring prayer confirms the Talmudic lesson never to give up: “Even if a sharp sword is placed at a person’s neck, he should not withhold himself from seeking mercy” (Babylonian Talmud, Berachot 10a). As the Midrash (Pesikta Zutreta Devarim 3:25) explains, even after Hashem had decreed, “You shall not bring this congregation into the Land” (Bamidbar 20:12), Moshe continued to plead for mercy. Just as Hashem had forgiven Israel, perhaps He would also forgive him for the sin at Mei Merivah (the Waters of Contention), for striking the rock instead of speaking to it, as commanded.
According to the Kli Yakar, Moshe’s request encompassed both the physical land and its spiritual epicenter – “this good mountain and the Levanon,” referring to Yerushalayim and the Beit HaMikdash, which the Pesikta Zutreta identifies as the source of spiritual cleansing (“Levanon” from melabein, to whiten sins). Thus, Moshe’s 515 heartfelt prayers (equal in number to the gematria of וָאֶתְחַנַּן/va’etchan) were not for personal gain but a passionate desire to serve Hashem more fully in the holiest place on earth. Hashem’s response, רַב לָך/rav lach – “It is too much for you” (Devarim 3:26), was not a harsh rebuke, but a tender redirection: Moshe’s mission was not to enter the Land himself, but to prepare the next generation to inherit and reveal its holiness. 

Seeing the Land from Afar
Though Moshe was denied physical entry, Hashem granted him a unique consolation: to ascend Har Nevo and gaze upon the entire Land from a distance:

ספר דברים פרק לד פסוק א-ב וַיַּרְאֵהוּ הַשֵּׁם אֶת כָּל הָאָרֶץ… עַד הַיָּם הָאַחֲרוֹן:
“Hashem showed him the entire Land… until the Western Sea” (Devarim 34:1–2)

This panoramic vision was far more than a geographical glimpse. According to the Sifrei and other Midrashim, Hashem showed Moshe not only the Land itself, but also its future – every generation that would dwell there, every exile and Redemption (Sifrei Devarim 357, on Devarim 34:1). In a deep spiritual sense, Moshe did enter the Land – not physically, but spiritually, and prophetically – planting his soul within its soil for eternity.
Rabbi Yosef Bechor Shor explains that Moshe’s request was not driven by personal desire for landownership – he was a Levite and received no inheritance. Rather, he yearned solely to behold the Land with his eyes, so that his longing might be fulfilled (Rabbi Yosef Bechor Shor, Devarim 3:25). Rabbi Ovadia ben Ya’acov adds that Moshe hoped to bless the Land through his vision – that his seeing it’s goodness would establish its enduring blessing for Israel (Sforno, ibid.).
Rabbi Shemuel Bornsztain offers a profound insight: through seeing, one becomes connected to the object seen. Moshe’s gaze upon the Land bound it to his soul and infused it with blessing. Although he was not permitted to cross into Eretz Yisrael, his vision was answered – and through it, Heaven and Earth were realigned. His seeing sanctified the Land, enabling its holiness to flow into future generations (Shem Mishemuel, Parashat Vayigash, 5675).

How Do We Carry On the Legacy of Moshe?
Moshe’s deep desire to enter Eretz Yisrael teaches us the extraordinary spiritual stature of the Land. Even the greatest prophet was not ‘complete’ without it. If Moshe was willing to plead 515 times just for the opportunity to perform mitzvot in the Land, how much more should we cherish the privilege of living here, walking its hills, and fulfilling the Torah in its natural setting.
Parashat Va’etchanan reminds us that the Land of Israel is a gift – not an entitlement. Just as Moshe asked for it as a matnat chinam – “a free gift,” we too must approach it with humility and gratitude. The Land is not merely a national inheritance but a Divine trust, to be guarded, cultivated, and uplifted.
Today, we carry Moshe’s longing in our own hearts. Every Jew who dreams of Tzion, every prayer facing Jerusalem, and every mitzvah performed in the Land continues his legacy. Moshe’s unfulfilled yearning awakened a spiritual ripple that continues to inspire us to make Aliyah. Although his 515 prayers did not overturn the decree that barred him from entering the Land, each of his prayers bore fruit for the sacred mission of his descendants: to live in the Land with holiness, to elevate its earth with Torah, and to prepare it for the final Redemption.
As we read Parashat Va’etchanan during the Shivah D’Nechemta – the seven weeks of consolation after Tisha B’Av – we are comforted by knowing that although Moshe could not enter the Land in his lifetime, his spirit remains woven into its mountains and valleys. And we, his spiritual heirs, are privileged to carry on what he began.