Introduction
We inquire and expound the laws of the festival thirty days beforehand (Pesachim 6a). We begin to expound the laws of the festival of Pesach from Purim and onward, the laws of Shavuos from the 5th of Iyar and onward, and the laws of Sukkos from the 14th of Elul and onward (Alter Rebbe, Orech Chaim, 429:1-3).
Prepare for Sukkos – Thirty Days of Joy
We should begin familiarizing ourselves with the laws of Sukkos thirty days before its arrival. Now, since the quality that is unique to Sukkos is intense rejoicing, we should make sure to include rejoicing in our thirty day preparatory period – which begins on the 14th of Elul.
Actively Seek Joy
Moreover, the Sages chose the word Dorshin, “we expound the laws of the festival etc.” Dorshin also means “we seek”: throughout the entire thirty days that stretch from the 14th of Elul until Sukkos, we should place extra effort into the theme unique to Sukkos and actively “seek” rejoicing.
Especially at the Beginning
We should be especially joyful at the very onset of these thirty days; for “every beginning is difficult” and the way to nullify any hardship is through intense and bountiful joy that “breaches all restraining boundaries.” On the other hand, the very fact that we are entering a new period makes it easier to feel cheerful, for a new matter naturally and easily arouses joy.
