The following is a brief summary of some of 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.
In Shemos 14:3, the Torah states וְאָמַ֤ר פַּרְעֹה֙ לִבְנֵ֣י יִשְׂרָאֵ֔ל נְבֻכִ֥ים הֵ֖ם בָּאָ֑רֶץ סָגַ֥ר עֲלֵיהֶ֖ם הַמִּדְבָּֽר - that Pharaoh told the Jewish people that they are trapped in the land. The famous question is - who did Pharaoh tell this to, as the Jews had left already.
The pashut pshat as said by many meforshim (including Rashi) is that Pharaoh said this about the Jews and not to them. But the Targum Yonasan Ben Uziel explains that Pharaoh said this to Dasan and Aviram, who had not left yet.
R' Frand asked - if Dasan and Aviram were such evil people that they did not leave with Moshe, how were they still around? These were Moshe's historical antagonists, yet we read about them later in the Torah so they obviously got out. Why did they merit to get out of Egypt, when 80% of the Jews did not make it out of Egypt (and died in Choshech) because of their evil nature?
R' Frand quoted the Maharal Diskin who explains that Dasan & Aviram's merit was that they were among the nogsim - the taskmaster/enforcers who were in charge of the Jews in Egypt. These were like the Kapos in the concentration camps who had to carry out the orders of the Nazis on their fellow Jews. Except, in Egypt, these people were beaten by the Egyptians when the Jews did not meet their quotas as they refused to take it out on their brothers. The nogsim (elsewhere known as shotrim) not only took it on the chin, they they took it on their back.. In that zechus and because of their empathy for their fellow Jews because they got hit to prevent people from being beaten, they merited getting out of Egypt.
R' Frand next asked - how did Dasan and Aviram make it out of Egypt? When could they have left, if Pharaoh was talking to them and the Jews are already gone?
He answered by quoting the Be'er Mayim Chaim which analyzes Shemos 15:19 which states כִּ֣י בָא֩ ס֨וּס פַּרְעֹ֜ה בְּרִכְבּ֤וֹ וּבְפָֽרָשָׁיו֙ בַּיָּ֔ם וַיָּ֧שֶׁב יְהֹוָ֛ה עֲלֵהֶ֖ם אֶת־מֵ֣י הַיָּ֑ם וּבְנֵ֧י יִשְׂרָאֵ֛ל הָֽלְכ֥וּ בַיַּבָּשָׁ֖ה בְּת֥וֹךְ הַיָּֽם - that Pharaoh's horse came into the sea and the Jews walked on dry land. This seems to be out of order. First the Jews went into dry land in the sea and then Pharaoh's horse followed them in!
R' Frand explained that according to the Be'er Mayim Chayim that there was a second Krias Yamsuf. When Dasan & Aviram got there, the sea had already closed up after Pharaoh and his horse went in. But because they had a great zechus, Hashem made a second Krias Yamsuf and they walked into the sea on dry land.
So why and when did they meet their end? R' Frand said that Dasan & Aviram challenged Moshe because they thought - he had a Krias Yam Suf which required 600,000 people and we had one which we merit on our own. We have more z'chusim than Moshe. But of course they were wrong.
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