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Why is the Shofar sounded on Rosh Hashanah?

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To begin with, we blow the shofar on Rosh Hashana because God said so. See Numbers 29:1.

וּבַחֹדֶשׁ הַשְּׁבִיעִי בְּאֶחָד לַחֹדֶשׁ מִקְרָא קֹדֶשׁ יִהְיֶה לָכֶם כָּל מְלֶאכֶת עֲבֹדָה לֹא תַעֲשׂוּ יוֹם תְּרוּעָה יִהְיֶה לָכֶם
And in the seventh month, on the first day, there shall be a holy convocation for you; you shall not perform any mundane work. It shall be a day of shofar sounding for you.

Our tradition assigns a great deal of symbolism to the shofar blowing. Two major themes are summarized very nicely by R' Joseph B. Soloveitchik, as I found quoted in Machzor Mesoras Harav (p. 440).

The mitzvah of shofar itself contains two mutually exclusive motifs. On the one hand, the blowing of the shofar heralds God's entrance and when we find ourselves in His Presence, there is an obligation to engage in Shira, song. On the other hand, the shofar also reflects Tze'aka, crying out. According to the Ramban (Milchamos Hashem to Rosh Hashanah, 11a in Rif), because we are judged on Rosh Hashanah, the holiday contains the motif of a fast day, when Tze'aka is an integral compoent. The dialectic of the shofar reflects the dialectic of Rosh Hashanah itself. The Sefer HaChinuch (Mitzvah 311) indicates that although man should be frightened on this Day of Judgement, the very fact that man can indeed be judged is a source of pride for him. Animals cannot be judged; they are not respondible for their actions. If man is capable of being judged, it is because he is a responsible being, the choicest of God's creations, who can attain atonement for his sins (Noraot HaRav, Volume 1, pp. 77-80).

If you're interested in more details about the symbolism of the Shofar, Rav Sa'adia Gaon listed ten specific allusions in the shofar.

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It is blown as a wakeup call to us. That is why we blow the shofar the whole elul, leading up to rosh hashana. To remind us that we need to do teshuva (repentance).

As you listen to the shofar being blown, close your eyes for a few seconds and let the sounds penetrate and think about doing teshuva and making yourself a better person.

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