The following is a brief summary of some of the thoughts said over by R' Frand on the parsha this evening. I have attempted to reproduce these vorts to the best of my ability. Any perceived inconsistency is the result of my efforts to transcribe the shiur and should not be attributed to R' Frand.
Parshas Ki Savo contains two declarations which were made upon the completion of a mitzva. The first declaration is the Mikra Bikkurim which is said by the person who brings his first fruits to the Beis Hamikdash. As part of the Mikra Bikkurim, the Torah states that the person must call out (V'Anisa V'Amarta). Rashi (quoting the Gemara in Sotah) states that there is an obligation to say this with a full voice.
The second declaration relates to the obligation of Ma'aser and is recited by the farmer who confesses that he has given all of his tithes (Viduy Ma'aser).
R' Frand observed that there is a simple explanation for the difference between the two declarations as the Mikra Bikkurim is praise to Hashem for all that he has given us, while the Viduy Ma'aser is merely a recitation of what the individual has done.
R' Frand quoted R' Shlomo Kluger who tied this to the davening on the Yamim Noraim. All year long, a person says his Shemoneh Esreh quietly, but on the Yamim Noraim, a person can say the Shemoneh Esreh aloud if he chooses. The simple explanation given is that all year long a person did not generally daven with a siddur, so if his neighbors says his Shemoneh Esreh aloud there is a danger that he will get confused. However, on the Yamim Noraim when a person generally prays from a machzor, there is less concern as to being confused by the loud prayers of another.
R' Kluger remarked that the reason for the ability to pray louder might also tie back to the difference between Ma'aser and Bikkurim. All year long a person prays for his personal needs and therefore prays quietly. However, on the Yamin Noraim the Shemoneh Esreh is all about Hashem and His glory, so there is no reason to say these prayers quietly.
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