If masses of Jews in Eretz Yisroel violates the oaths, what about the Jews between the destruction of the Temple and Bar Kochba?

The oaths are about reversing our state of golus. Thus the Satmar Rebbe holds that in our time, when just 100 years ago 99.9% of Jews lived outside Eretz Yisroel, coming en masse to Eretz Yisroel was a reversal of golus and was ossur. (Just to be clear, I don’t take a position on this between the two great gedolim, the Avnei Nezer and the Satmar Rebbe.)

However in the time of Bar Kochba, and for about 200 years after the destruction, there were still a lot of Jews in Eretz Yisroel who hadn’t left yet. They were slowly going into golus, little by little. So those Jews who were still there, no matter how many there were, weren’t transgressing the decree of golus by still being there. Hashem didn’t say that as soon as the Beis Hamikdash was destroyed, suddenly everyone had to be out of the land. The gezeiras hagolus was that as they were expelled or forced out by circumstances, they had to see their expulsion as part of Hashem’s decree and not make any organized effort to resist it. So it was Bar Kochba’s retaking of sovereignty, not their living in the land, that was the violation of the oaths.

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