I know it is almost Pesach, but I am working on a project and looking for Maamarei Chazal that describe the chashivus of the mitzvah of Sukkah. I found one from the Yesod Vshoresh Havodah (see below), but wondering if anyone knows of any others?
אחיי ורעי, קדושי השם ידידי עליון ואהובי נפשי,
הביטו אל שיעור חשיבתם של מקיימי מצוה זו )ישיבה בסוכה(,
אלו הן הנוחלין ומנחילין
הגאולה והחרות לו ולבניו אחריו לדורות עולם
וכבוד ה׳ חופף עליו כל היום…
יסוד ושורש העבודה, שער האיתון, פרק י”ג
The Midrash says that Avraham Avinu was rewarded with the mitzva of sukkah for his Aishel inviting guests constantly by having them rest under a tree. The Ksav Sofer explains that the tree will not grow without help from above, similarly the open schach teaches us that our support comes from Hashem above.
The term Chazal is normally used only in reference to Tanaim and Amoraim.
There is a sefer called אינציקלופדיה תורנית ילקוט אליעזר from Rav Eliezer Zusman Sofer written at the time of the Ksav Sofer arranged according to topics. Under sukkah you find all the mamrei chazal.
The Olelos Ephraim from the Klei Yokor compares the sukkah and lulav to a king who sends his servants overseas to tend a big vineyard. Recognizing that it takes a while to see results, he gives them some small vineyards to support themselves. When it comes to a big vineyard, we need teamwork to make it grow but it will not get destroyed because of crop rotation. The servants seeing that they will not see results on the big vineyard right away and it needs teamwork, they gave up on the big vinyard altogether. To correct this, the king gives two edicts. One, once in a year they have to live in the big vineyard that they should see how it is getting destroyed. Two giving them a symbolism on the importance of teamwork. This parable is based on כרמי שלי לא נטרתי I have not worked on my own vineyard. We spend time on our olam hazeh forgetting about the olam habo, so once in the beginning of the year we have to get out from our house, the olam hazeh, to live in the sukkah, the olam habo. We are also given the lulav and esrug to show the importance of teamwork.