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Dan Lekaf Zechus - R. Yaakov Moskowitz - TorahAnytime.com

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So, the first very important mindset is that the relationship depends on it. We have to understand that our relationships with everybody, okay, with our spouse, with our kids, with our friends, and our kids' relationships with all of their friends and their associates, all depends on this midah. Powerful. Of being able to judge favorably, to see people in the positive light. And in turn, since that's the case, that leads us to number two, that we have to stretch our imagination. Because sometimes we need to like put ourselves out there and really put our brains out there to really think about what's not so obvious in the situation. And Rashi tells us this himself, Rashi in Pirkei Avot number two, he says that explaining the same mishnah of Rabbi Don ben Kaskus, he says that on everything you hear about him, referring to your friend, you should say that he intended for good until you know for sure that that's not the case. Because if you judge this way, then you will be judged from Shamayim and merit.