Pirkei Avot - Ethics of the Fathers

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Chapter 2 Mishna 5
פרק ב משנה ה

Hillel says: Do not separate yourself from the community. Do not believe in yourself until the day of your death. Do not judge your fellow until you are in his place. Do not say something that cannot be heard, for in the end it will be heard. Do not say, "when I will be free I will learn [Torah]", for perhaps you will not become free.
הִלֵּל אוֹמֵר, אַל תִּפְרֹשׁ מִן הַצִּבּוּר, וְאַל תַּאֲמִין בְּעַצְמְךָ עַד יוֹם מוֹתְךָ, וְאַל תָּדִין אֶת חֲבֵרְךָ עַד שֶׁתַּגִּיעַ לִמְקוֹמוֹ, וְאַל תֹּאמַר דָּבָר שֶׁאִי אֶפְשָׁר לִשְׁמֹעַ, שֶׁסּוֹפוֹ לְהִשָּׁמַע. וְאַל תֹּאמַר לִכְשֶׁאִפָּנֶה אֶשְׁנֶה, שֶׁמָּא לֹא תִפָּנֶה


~Level 1~
Rabeinu Yosef ben Shushan on Avot - "do not separate yourself from the community" - that one not be over-confident and think that he can manage on his own and he does not need friends.

This is a great mistake and against the way of the world (yishuv haolam). And since he said previously to be careful of closeness to the king, he returned to caution a man not to separate from his fellow who is equal to him.. For while a man is in this world, he cannot be without the company of others. Likewise, it is written: "it is not good for man to be alone" (Gen.2:18).
~Level 1~
Daat Chachma u'Mussar 3:180 - "do not separate yourself from the community" - that one includes himself in the whole (klal), and not exclude himself from being amongst them. For the existence and continuance (metziut v'kiyum) of each and every individual, i.e. of each specific person in the Jewish nation is only when he is attached to the whole (klal).. But a part which separated and went out from the whole has no existence and continuance.
~Level 2~
Rabeinu Yonah - "Do not separate yourself from the tzibur (community)" - when the tzibur toils in a mitzvah, it is a crown to the Chai Olamim (G-d) and an honor to all His kingdom. For "the King's glory is in a multitude of people (b'rov am..)" (Mishlei 14:28), and it is not proper to separate from them.. But this is only for a tzibur going in the good path and they join together to do good. However, for a tzibur swaying to the evil path, whose deeds are corrupt, it is not proper to join them. On the contrary, it is praiseworthy to separate from them. On this, the prophet said: "O that I had in the desert a wayfarers' lodging-place, that I might leave my people and go away from them! [For they are all adulterers, a company of traitors!]" (Yirmiyahu 9:1).
~Level 2~
Ben Ish Chai - Zechut Avot - "do not separate yourself from the tzibur" - this hints to what the kabbalists say that one should be careful when praying to include one's request and prayer with the tzibur, as the Shunamit said: "I sit amongst my people" (Melachim II 4:13). Through this, G-d will (more readily) do his request.
~Level 4~
Chida - Kikar la'Eden - for tzibur is roshei tevot tzadikim, beinonim v'reshaim. Thus join them so there will be a tikun for all Israel.
~Level 3~
Chachma U'Mussar 1:178 - "do not believe in yourself until the day of your death" - i.e. it is incumbent on a man to suspect himself always, and to flee from the possibility of stumbling in sin. For it is written: "beware, lest your heart be enticed, and you turn away and worship strange gods and prostrate yourselves before them, etc." (Devarim 11:16).

Thus the torah exhorted us with a warning to guard from the enticements of the heart. And even on something which appears to you as easy to separate from. Nevertheless, know that "man's heart is evil from his youth" (Bereishit 8:21).

And the intent of one's heart (with its enticements) is to make him stumble in its net and fall from level (dechi) to level, Heaven forbid.

The way of the enticements (chalaklakot) of the heart is to embellish in his eyes (bad things) slowly, slowly until eventually "you turn away and worship strange gods, etc."

Therefore, the way of the Tzadikim is to suspect themselves always (see Ramban on Ber.14:22, who brings the Sifri that we find all the tzadikim take oaths against their inclination). Even if they are far from that lust or desire, nevertheless, they suspect themselves lest their hearts entice them more and more.

But this is not the way of ordinary people. Because they are not knowledgable in the nature of their hearts, to suspect it of evil from its youth...

Chachma u'Mussar 1:255 - And even the greatest of the greatest of all men can stumble like the lowest of the lowest, due to the coarseness of the physicality coiled around his heels..

How much watchfuness, careful guarding, and great contemplation without interrupting for even one second does man need in order to not fall in sin! And if his eye tires for one second from guarding, immediately and right away, he will stumble, Heaven forbid.
~Level 1~
Bartenura - "Do not judge your fellow until you are in his place" - if you saw your fellow had a trial (nisayon) and he stumbled therein, do not judge him negatively until you have a similar trial and are saved.
~Level 1~
Sfas Emes on Avot - "Do not judge your fellow until you are in his place" - i.e. and it is impossible for you to ever reach the place of your fellow. For not all people's mindsets are alike (lo kol deos shavos). Therefore, do not judge your fellow at all.

"when I will be free I will learn [Torah]" - i.e. even if your intent is l'shem shamayim - so that afterwards your mind will be more settled to learn better, nevertheless, "If not now, when?" (Avot 1:14).

And even though "beautiful is the study of torah with work (Derech Eretz)", nevertheless work should be secondary to torah study. The majority should be in torah, namely most of the day in torah.
~Level 2~
Raz Chaim - "Hillel says.." - Hillel has the merit to speak on the reprehensibility of arrogance for he was humble.

Regarding the Tzibur (congregation), the Pele Yoetz writes: "in the holy Zohar: 'the prayer of a yachid (i.e. an individual who skips praying in a minyan) does not ascend before the Holy King except through great mercy. And the Holy One, blessed be He, examines the debts (sins) of this man". end quote.

The reason is because he considers his prayer by himself to be like the prayer of a tzibur. If so, the Holy One, blessed be He, says "come and let us see if he is truly a tzadik that it is so proper for him to pray alone."

Thus, sometimes when one prays by himself, there is arrogance in this. On this the Holy One, blessed be He, examines his prayer.

This is what Hillel said: "do not separate from the tzibur" - for arrogant thoughts cause you to do thus, and therefore "do not believe in yourself until the death". He wrote: "do not believe in yourself", i.e. do not believe that you yourself alone can affect things properly in Heaven.

And a sin brings more sin. For when he is snubbed or slighted by others, he gets angry immediately and strikes the person.
Thus: "do not judge your fellow until you are in his place". Namely, if you yourself were to do this to others, you would not accept their reacting back to you like this.

Then sin brings further sin, to speak lashon hara (slander) on the fellow (which is a big part of arrogance as known). Therefore, he said further: "Do not say something that cannot be heard, for in the end it will be heard", a hint to lashon hara (slander). For one who speaks it does not want it to be overheard..

And "do not say when I will be free, I will learn (eshne)", "eshne" is from the term "shinui" (change), i.e. "when I will be free, I will change this bad trait". For perhaps you will not be free and die today or tomorrow with this rotten trait. Therefore, think immediately on repentance with service and mussar study.
~Level 3~
Maharal - it is proper to ask in the teaching of Hillel:
Why was this placed here and not earlier (in chapter 1) with what Hillel said?
Furthermore, what connection do all these things have - "do not separate yourself from the community", "do not believe in yourself", and likewise all the rest who don't seem to have any connection to each other. He should have said on each one separately "he would say" as he did on the other teachings after this mishna.

The explanation of this is because the previous mishna mentioned the greatness of the tzibur - "all who toil for the tzibur, etc." Therefore, the words of Hillel were also placed here. For they also explain the greatness of the tzibur. The opposite of this is the (solitary) individual who is insignificant relative to the tzibur. Therefore, he said: "do not separate from the tzibur". For the tzibur is a klal which stands (endures) as we explained. The tzibur has more kiyum (continuance). Thus one who separates from the tzibur separates from that which endures more...

You should understand that he mentioned here all the changes. For a man is intrinsically a creature of change (baal shinui), since all physicality changes intrinsically and also due to causes which come on it always and most of all due to the passage of time. No man is static. Rather he is constantly changing due to incidents, as we will explain.

Corresponding to this, he said: "do not believe in yourself". For man is intrinsically a creature of change. Therefore, "do not believe in yourself".

Corresponding to changes due to causes, he said: "do not judge your fellow until you are in his place". If a similar cause befell you, you too would not have stood up to the test.

Corresponding to changes due to time, he said do not think this thing will not be heard in the future. For eventually it will be heard. And he said further:
"do not say, when I will be free I will learn, for perhaps you will not become free", there is no assurance.

This matter is a greater change. For the first two are changes due to some big new factor. But those [due to the passage of time], namely, man's actions and incidents which are less big but constantly occurring, these cause man to not be standing for even one second.

A man thinks he will do such and such, and then new incidents and changes come on him.

Therefore, do not say: "when I will be free I will learn", and changes will come. For one is constantly changing.

Thus, these things point that man is a creature of change, the opposite of the klali (general).

And all this follows from what he said: "Do not separate yourself from the community".