In Maaseh Rav #133 it says the Gaon was happy on Sukkot and even happier on Shemini Atzeret which is the greatest day of happiness according to the kabbalah. What is the great happiness of Shemini Atzeret? In Even Shelameh Ch. 11 #10 it brings from the Gaon that the holidays in Tishrei correspond to the process of the future days, starting with the great day of judgment. The day of Shemini Atzeret corresponds to the time when the כופרים of Hashem will be finished off and Klal Yisroel alone will left to rejoice with Hashem and we will eat the three feasts of Shabbos, לויתן, בהמות הררי אלף ויין משומר. The Gaon says in Mishley (31:25) on the possuk עֹז־וְהָדָ֥ר לְבוּשָׁ֑הּ וַ֝תִּשְׂחַ֗ק לְי֣וֹם אַחֲרֽוֹן says that עוז in on Rosh Hashana and Yom Kippur, הדר is on Sukkot and וַ֝תִּשְׂחַ֗ק לְי֣וֹם אַחֲרֽוֹן is a reference to Shemini Atzeret. Again, we see that he defines Atzeret as the principal day of simcha.
The very next piece in Even Shelameh says the סעודת לויתן is the דעת that will be increased and that is the greatest joy.
As explained on this blog before, laughing or שחק comes about when a completely unexpected event happens. As explained in the last post, the holiday of Atzeret is to bring Godliness into the earth. It is to be able to bring kedusha in that which seems the opposite of it that creates the ultimate שחוק.
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