This essay was adapted from a longer chapter in a forthcoming sefer on the Yamim Tovim, presenting the Torah of HaRav Michel Twerski שליט״א and prepared with his blessing and encouragement.
Elul is often described as a time for introspection, improvement, and teshuvah. We ask ourselves familiar questions: What have I done wrong? What do I need to fix? Where have I fallen short? These are important questions, certainly. But perhaps they are not yet the deepest question of Elul.
To understand Elul, we need to return to its beginning.
Rosh Chodesh Elul was the day Moshe Rabbeinu ascended Har Sinai for the third time. The first forty days had ended in catastrophe, when Moshe came down carrying the first Luchos and found Klal Yisrael worshipping the Egel. Those Luchos were shattered. The second forty days were days of pleading, as Moshe begged Hashem to forgive Klal Yisrael. But those days are described as days of anger, yemei ka’as. Only the third forty-day period — from Rosh Chodesh Elul until Yom Kippur — became yemei ratzon, days of Divine favor.
That itself demands explanation. During the middle forty days Moshe was also davening. He was also pleading for forgiveness. So what changed? Why were those days still days of anger, while the final forty became days of favor?
There is another question. Before the final ascent, Klal Yisrael sounded the shofar, warning the people not to repeat the tragic mistake of the Egel. That is one source for our custom of blowing shofar during Elul. But why only then? If the shofar was meant to warn Klal Yisrael not to fall again, why was it not sounded before the second forty days?
Regret Is Not Yet Teshuvah
The answer may lie in the difference between regret and true teshuvah.
A person can regret a sin for many reasons. He may regret the punishment. He may regret the embarrassment. He may regret the consequences. He may even regret that the pleasure was not as satisfying as he imagined it would be. That is a very human form of regret. It is real, but it is still centered on the self.
Someone eats the forbidden cheeseburger and later says, “It was not worth it.” That is something. But what exactly was not worth it? The price? The guilt? The indigestion? The disappointment? If so, then the regret still revolves around the person’s own experience.
There is a deeper level. A person may realize that, while doing the wrong thing, he felt cheapened. He did not like himself. He sensed that he had lowered himself. That too is more serious. But even that can still remain self-focused: “I did not feel good about myself.”
The deepest teshuvah begins when a Jew recognizes that the problem with sin is not merely that it brings punishment, or disappointment, or even personal degradation. The real tragedy of sin is that it separates a person from Hashem — and in separating from Hashem, a Jew separates from his own essence.
A Ben Melech is not merely a private citizen who happens to live in the palace. His entire identity is bound up with the king. If he abuses his royal status, his failure is not only that he committed a crime. His failure is that he betrayed who he is. He acted as though he could use his closeness to the king as license to live apart from the king.
The Illusion of Having Both Worlds
That was, in some profound way, the failure of Klal Yisrael at the Egel. After Matan Torah, they had reached an exalted spiritual level. Chazal teach that they had been lifted beyond ordinary mortality, beyond ordinary vulnerability. They had seen with absolute clarity that Hashem is God and that there is none other. Precisely because of that closeness, they imagined that they could not truly lose it. They could stand at Sinai and still make room for something else. They could remain attached to Hashem and yet indulge a separate desire.
It is the illusion described by Eliyahu HaNavi: “How long will you limp between two opinions?” How long will you try to belong completely to Hashem and also to something else?
We are not as far from that as we would like to think. Each of us knows moments of spiritual clarity. We know what it means to be moved by a tefillah, a niggun, a page of Gemara, a Shabbos table, a moment of truth. And then, sometimes only moments later, we return to our habits, our cravings, our irritations, our jealousies, our distractions — and yes, sometimes even to perfectly kosher puff pastry — that somehow becomes part of our personal struggle with self-indulgence.
The issue is not pastry. The issue is whether we imagine that we can have both worlds: to be fully attached to Hashem and at the same time reserve some little corner of life that is ours alone.
The middle forty days after the Egel were days of anger because Klal Yisrael had not yet reached the root of the matter. They were sorry. Of course they were sorry. They had lost the crowns of Sinai. They had lost their exalted state. They understood that the Egel had not been worth it. But that was not yet enough.
Only after forty days of reflection did they come to understand the deeper truth: that no Jew can take even one step away from HaKadosh Baruch Hu without betraying his own essence. A Jew is real, whole, and alive only to the extent that he is attached to Hashem.
At that point, the shofar could be sounded. Before then, the warning would not have been understood. Once Klal Yisrael grasped the truth, the shofar could call out: Do not drift again. Do not imagine again that closeness to Hashem gives permission to live at a distance from Him.
An insight is not yet a transformation. Elul is the time for truth to enter the heart, the habits, and the daily schedule
This is also why the final forty days were necessary. An insight is not yet a transformation. A person can understand something in a flash, but it takes time for that understanding to enter the heart, the limbs, the habits, the imagination, the daily schedule. The forty days of Elul are not merely a time to know the truth. They are a time to become the kind of person for whom that truth is real.
This helps us understand the famous phrase of Chazal that “in the place where Ba’alei Teshuvah stand, even complete Tzaddikim cannot stand.” The Chiddushei HaRim, as quoted by the Sfas Emes and the Baal HaTanya explained it with the image of a rope. When a rope is torn and then tied again, the knot may be stronger than the original strand. The Ba’al Teshuvah has known distance. He has tasted the emptiness of separation. When he returns, his bond can possess a force and intensity that did not exist before.
That is the opportunity of Elul.
One of the well-known hints to Elul is the verse, Ani l’dodi v’dodi li — “I am my beloved’s, and my beloved is mine.” The order matters. First, ani l’dodi — I give myself to Hashem. Only then, v’dodi li — my Beloved is mine. If there is some reservation, some hesitation, some private corner of “I belong to myself over here,” then the relationship remains incomplete.
The Question That Changes Everything
So perhaps the question of Elul is not simply, “What should I do better this year?”
That question is important, but it can still begin with me: my improvement, my fulfillment, my goals, my sense of accomplishment. A person can even become a spiritual “do-gooder” while still building an agenda around himself.
The deeper question is: What does the Ribono Shel Olam want of me?
The deeper question of Elul is not only, ‘What should I do better?’ but, ‘What does the Ribono Shel Olam want of me?
That question changes everything. It may affect how I daven, how I learn, how I speak to my spouse, how I treat my children, how I conduct business, how I use my time, how I respond when no one is watching. It may lead me to conclusions I would not have reached had I begun only with my own preferences.
Elul asks us to say: Ribono Shel Olam, I am Yours. My agenda, my program, my ambitions, my plans — all of them must become secondary to Your will.
If we can ask that question honestly, and live with it through these forty days, then Elul can do what it is meant to do. It can return us not merely to better behavior, but to ourselves. It can bring us back to the place where life has meaning because it is attached to its Source.
That is the sound of the shofar. It is the call to stop pretending that distance is harmless. It is the call to return to who we really are.
Published in the Jewish Press August 26, 2026





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