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Why do people resist doing teshuvah even when they understand its importance? The shiur reframes teshuvah not as groveling for divine mercy, but as earning entitlement to forgiveness through genuine transformation. When someone truly changes through proper vidui, they become separated from their past actions and deserve forgiveness - making teshuvah empowering rather than humiliating.
Rabbi Zweig begins by addressing the fundamental question of why people resist doing teshuvah despite understanding its importance, particularly during the period before Rosh Hashanah. He cites Rabbeinu Yonah's warnings about the consequences of delaying repentance, yet acknowledges our continued reluctance to engage in the process. The core of the shiur centers on a Midrash from Parshas Nasso that describes how Adam HaRishon's arrogance prevented him from repenting when Hashem (ה׳) invited him to do so. This seems contradictory to another Midrash where Adam claims he didn't know teshuvah was effective after learning from Kayin's experience. Rabbi Zweig resolves this apparent contradiction by explaining that Adam initially misunderstood the nature of teshuvah.
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Midrash Rabbah Parshas Nasso, Shaarei Teshuvah
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