
“Then shall the virgin rejoice in the dance, and the young men and the old together; for I will turn their mourning into joy, and will comfort them, and make them rejoice from their sorrow.” – Jeremiah 31:13, JPS 1917 Tanach
When the Holy One forgives the sins of Israel, there will be cause to rejoice. The Bnei Yissacher explains that the “young” refers to the baalei teshuvah (penitents) who become like new after a complete teshuvah, returning to G-d in all their ways. The “old” refers to those who were righteous from their early years, and were able to maintain their righteousness with G-d’s grace. Both will be on the same level, so that the penitents will have the same status as those who had always been on the derech (path).
He notes that elsewhere it is mentioned how the righteous will praise their youthful years, in regard having had the opportunity to learn Yiddishkeit from an early age, preventing them from following a wayward path. Conversely, the baalei teshuvah will praise their latter years, because those years compelled then to atone for their youthful waywardness. As mentioned above, “the young and the old together” will rejoice, both those who praise their youth, and those who praise their latter years.
Referring back to the verse mentioned above, I would posit, that “the maiden” can be understood as a reference to K’lal Yisrael. The young and the old, may refer to all balei teshuvah, and those who followed the path of righteousness from the beginning of their years. So, that there is no distinction, between those who returned to G-d in their later years, and those who have always been on the derech. We will rejoice together at the Geulah when all of our sorrow will turn into joy (Psalm 126). Until then, we struggle in Olam HaZeh (This World), guarding ourselves against negative influences, and seeking reconciliation with G-d, especially during Elul.
*based on Bnei Yissacher: Elul 5
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