This could perhaps be the deeper meaning of “Nachamu, nachamu”
here is a well-known midrash that offers insight into the suffering of the Churban and the ultimate relief that we anticipate in better times. However, as many midrashim are, it is very cryptic and begs for an explanation.
Chatu b’kiflayim, they sinned doubly, as the pasuk says, “Cheit chatah Yerushalayim.” Therefore, they were doubly punished, as the pasuk says, “Ki lakchah miyad Hashem kiflayim.” They will subsequently be doubly comforted, as the pasuk says, “Nachamu, nachamu ami.”
What does it mean to “sin doubly”? Does it mean they sinned twice? Does it mean they sinned a lot, both quantitatively and qualitatively? If so, then it is not a matter of sinning doubly — it is simply an intensification of sin.
Furthermore, what is a double punishment? If it means their retribution was extensive, it has no relation to being doubled — it simply means a lot! And lastly, what is the double comfort of which Yeshayahu Hanavi speaks?
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