The Targum Yanoson says that Shemini Atzeres we are happy to go back to the house from the sukkah. How can we be happy? I heard from Rav Moshe Meir Weiss Shlita that if sukkah commemorates being in the desert then the house represents EY, so we are happy for getting into EY. Maybe, the sukkah, in the beginning of the year, is a lesson how to behave the whole year as the ishpizun reflect, so Shemini Atzeres will be graduation day where we have learned to realize that Hashem provides everything and we can live in less comfort and be satisfied with what He is giving us.
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