While Rosh Hashanah is the Day of Judgment, Yom Kippur is the day we are purified of our sins. Wouldn’t it be more logical, asks Rabbi Yitzchak Blazer, to have Rosh Hashanah after Yom Kippur so that we can come to judgment with a clean slate? Rabbi Blazer himself offers one answer: Yom Kippur is a day of such sanctity that it is very difficult to reach. By celebrating Rosh Hashanah first, we can use the sanctity of Rosh Hashanah and our trepidation as a stepping stone to reaching the sanctity of Yom Kippur.
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