התמלא בשכות עורו. אמר רבה בר בר חנה עתיד הקב"ה לעשות סוכה לצדיקים לע"ל (כתוב בישעיה רמז תק"ג). אמר ר' לוי כל מי שמקיים מצות סוכה בעולם הזה אף הקב"ה מושיבו בסוכתו של לויתן לעתיד לבא שנאמר התמלא בשכות עורו וגו', את מוצא בשעה שבאו יסורין על איוב היה עומד וקורא תגר אחר מדת הדין שנאמר מי יתן ידעתי ואמצאהו אדעה מלים יענני, אמר לו הקב"ה איוב מה אתה עומד ואומר מי יתן ידעתי ואמצאהו הרי עורו של לויתן שאני עתיד לעשות לצדיקים לעתיד לבא אם חסר אני מטלית אחת ממנו יש לך למלאת שנאמר התמלא בשכות עורו, וא"ת עורו של לויתן אינו דבר משובח, א"ר פנחס הכהן בר חייא ור' ירמיה בש"ר שמואל בר רב יצחק פספסי הרוחות שלו מכהות גלגל חמה שנאמר האומר לחרס ולא יזרח. ירפד חרוץ עלי טיט, אין לך מזוהם של דג אלא מקום רפידתו, ומקום רפידתו של לויתן יפה של זהב לכך נאמר ירפד חרוץ עלי טיט. ד"א האומר לחרס ולא יזרח מקום רפידתו חרוץ הוא זהב שנאמר ירפד חרוץ עלי טיט.
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This is from the Yalkut Shimoni toward the end of Iyov. The reason I posted it is this: The fortieth perek of Iyov, where Hashem responds to Iyov's bewildered complaint, has a surprising number of (40:21-22, and 40:31) apparent references to Sukkos. Some mefarshim have translated these words to mean very different things, (e.g., 'Tzalzel' either meaning 'shade' or 'a fish-processing knife'). Thus, התמלא בשכות עורו can mean "Can you riddle his skin with barbs," meaning "Would you, Iyov, dare to lay a hand on the Leviathan?". But others read it as meaning "Will you complete the Sukkah with (the Leviathan's) hide?"
The Yalkut (40:31) takes the latter approach, and says that the pesukim allude to the following dialogue between Hashem and Iyov.
I'll try to translate.
"Will you finish the Sukkah with the Leviathan's hide?" Rabbah bar bar Channa said: in the future, Hashem will make Sukkos for the Tzadikim. Rav Levi said, whoever fulfills the mitzva of Sukka in this world, Hashem will settle him in a Sukka made of the hide of the Leviathan in the coming future, as it says "Will you finish the Sukkah with the Leviathan's hide."
You find that when suffering came upon Iyov, he complained about his strict punishment and said "If only I could know, if only I could find Him, I would like to know what words He could use to explain what is happening to me!" Hashem answered, "You say you want to know? Look: I will one day make a Sukka from the hide of the Leviathan; if it will be missing one side, will you complete it? If you say 'with the skin of the Leviathan,' is that not praiseworthy?
Rav Pinchas... and Rav Yirmiah... say, the corners of his sides dim the orbit of the Sun... there is no more foul part of a fish than its bottom; the bottom of the Levyasan is as beautiful as gold."
(end of Yalkut)
I can't tell you what this mysterious Yalkut means. But I do know the following:
1. It has something to do with Sukkos.
2. Hashem comforted the tragedy-beset Iyov by showing a connection between the suffering of the righteous in this world and the fact that a Sukka is kosher even when missing one entire wall.
3. It says that only Hashem can complete the fourth side of a sukka made from the hide of the Leviathan.
This may be one of the many medrashim that is so hopelessly obscure as to remain hefker to whatever pshat people want to impute to it. But I am hoping to get a clear and convincing pshat before yomtov is over. I know that Reb Aharon Soloveichik has a pshat in the Yalkut. I have to think about it before posting it.
Chaim B of DivreiChaim.blogspot.com referred me to Reb Tzadok, who says (see comments; it's on page 244 of the hebrewbooks.org volume I) that the idea of Sukkas Oro Shel Liviyasan means that tzadikim, having overcome the Yetzer Hara in this world, will be seated in a sukka made from an animal that represents untrammeled physicality and driving desire, (the Liviyasan being a combination of the Nachash and Dagim, which profligately engage in pirya verivya,) and that this animal was the source of Adam and Chava's "kosnos ohr." Thank you, Chaim. But Reb Tzadok's pshat does not address the connection to Iyov.
See further in the comments for a pshat from the Yismach Moshe that does specifically talk about this Medrash. I'm still hoping for more kipshuto.
Thanks to the wonders of the internet, I received a pshat from the author of the earlier post (on Meva'eit), who said the following:
Sukka is known to represent Hashem's protection and Hashgacha (e.g. Erchin 32b ואגין זכותא עלייהו כי סוכה, and the interchange of Shomer Amo Yisrael Laad <-> Hapores Sukkat Shalom).
Sukka tells us that it is just so that one could be in a place where the 4th wall is missing, the 3rd is only tephach, and the other two are some combination of God, Lavud & Dophen Akumma. Yet, it is a kosher Sukka.(Note: The writer is referring to the halacha that a sukka does not need four walls. A Sukka is halachically adequate if it has two 'whole' walls, a third wall that is a few inches long, and no fourth wall at all. Even the two 'whole' walls don't have to be whole: they can be perforated and short and afford no privacy or protection.)
We often look around and see holes in this protection shield. Iyyov feels he was left out there, no Mechitzos, no protection around. But, when he would see the full picture, the full Sukka, it should become clear that what looked like nothing around was in fact part of the bigger Sukkat Livyatan. Would he then dare to "fix" it?
And now I understand what I had heard in the name of Reb Aharon Soloveichik. I was missing some minor elements of what Reb Aharon said, but having seen this pshat, it is clear to me that this is precisely what Reb Aharon meant.
The Sukka represents Hashem's protection, the Hashgacha Pratis of Klal Yisrael. But the Sukka, ironically, is the merest scrap of a house-- not only is the roof barely functional, but the walls are merely ideas or symbols of walls, more absent than present. The mussar haskeil is that davka this Sukka teaches us that Hashem's inexorable hashgacha, the hashgacha that makes us indestructible, seems to be so fragile, it's barely there, but is no less real for that. As Reb Aharon said, the Mechitza that is there ahl pi din (tzuras hapesach, pi tikra, omeid meruba ahl haparutz, lavud, dofen akuma, Gud Asik, Pasei Bira'os, and all the dinim we use to create mechitzos, as Reb Eli mentioned) can be more real than a physical mechitza. Similarly, the deficiencies and deprivations we perceive in our life experience are often only epiphenomena; the deeper reality of the richness of a Torah life is truer than that which our limited perception can comprehend.
Yasher Kochachem to Rabbanim and Doctoirim Gary S, Chaim B, and Eli E!
I later saw that the Aruch Laner mentions this medrash too:
Aruch Laner explains that by showing Iyov the halacha that a sukkah is composed of only three walls, of which the third may be only a tefach, Hashem demonstrated that this world's existence is temporary, as it serves as a portal of passage to the eternal world of the souls in the World-to-Come. If a person 's lot is one of suffering, he need not feel that he has been deprived of his deserved comfort and tranquility. In fact, this state of difficulty should provide hope that his true reward will be eternal.
My father taught Torah to thousands of Talmidim & Talmidos in numerous venues. Most recently in Stern College and Shulamis High School, where he primarily taught various classes in Tanach -- but has been teaching in numerous places for close to six decades. From Kiruv in JSS, NCSY, Torah Institute where there are dozens of familes of Shomrei Mitzvah today because of his influence, to Gemara classes to adults in Flatbush, Queens and elsewhere,to teaching at Esther Shoenfeld Bais Yaakov, Summers at Camp Morasha and the Morasha kollel, Night Seminaries, guests lectures and much more. He taught Talmidim & Talmidos, old & young, Gemara & Tanach, in a perfect Yiddish (Chasidish or Litvish), a Modern Hebrew, or a flawless English. He was simply a melamed Torah in its purest form. I rarely go anywhere where I don't meet someone who was his talmid.

Growing up on the lower East Side of NY he also had the zechus to interact with great gedoley Yisrael such as Rav Moshe Feinstein, Rav Henkin, Kapishnitser Rebbe ZT"L. He also had to do with the Ponovhizer Rav, various Amshinover Rebbes, Rav Dovid Lifshitz, the Lomzher Rav, Rav Zeidel Epstein, Rav YD Soloveitchik, Rav Mendel Zaks, ZT"L -- some of who were his Rabbeim.
Decades after it occurred he would relish telling over fascinating stories and interactions that he had with them -- remembering the details & the exact words & expressions they used.
Just one example of a story my father Rav Pesach Oratz hk"m had with Rav Moshe ZTVK"L.
My father was sitting & talking to Rav Moshe. Rav Moshe had his back to a full bookcase of Seforim & was facing my father. My father mentioned a sevara & Rav Moshe says "yeh, das iz a b'feirishi Rashba in Yevamais" (my father did Rav Moshe's accent perfectly). While saying this, Rav Moshe while still looking directly at my father sticks his hand behind him to the bookcase, without looking or turning around, pulls out a Rashba on Yevamos, puts his finger on a place, pulls it in front him & flips it open, all without looking(!!), and begins reading the Rashba flawlessly & seamlessly without having to look even a second for the place. My father sat there stunned and with his mouth open not believing.
This is the type of story he loved to share & retell. He loved Gedoley Yisrael.
Even more important is the hadracha he gave based on Gedoley Yisrael. During that same conversation Rav Moshe gave my father advice quoting a certain ma'amar Chazal. My father wanted to clarify or question & said "aber far vas etc." Rav Moshe immediately interjected & said "nein, oib Chazal zaggen azai is es azai". My father took that Mussar haskil on the Chashivus of a maamar Chazal with him the rest of his life.