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Rabbi Moshe Haber : The Art of Balancing Pride and Relationships in Observance 9.7.26
Rabbi Moshe Haber begins by outlining the universally understood negative aspects of arrogance (Gaava). He explains that Gaava is a destructive trait that alienates individuals from those around them and, more importantly, from Hashem. It fosters stagnation, as an arrogant person believes they are already perfect and thus has no need for change or growth. This initial discussion sets the stage for the nuanced argument that follows.
However, Rabbi Haber then introduces a crucial caveat: there are specific areas where a degree of "arrogance" or, more accurately, strong self-confidence and…
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