At what point should parents start saving money for their child’s wedding?
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Rav Chaim zatzal answered from the Bar Mitzvah. [Presumably for a daughter one should at least begin before she is 12 and perhaps before then as well.]
If a young man does not have any funds to assist in the wedding, at what point should he inform the young lady? Rav Chaim answered that it should be done before matters conclude.
Is there an obligation to sell one’s possessions in order to marry one’s child off to a suitable person? Rav Chaim answered that, in practice, one is not obligated to sell anything. But one must make every effort to obtain the funds.
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To read more of Rav Chaim zatzal’s Torah, go to orchotyosher.com
Basically get a job before you are in desperate need for this money.
For sure R’Chaim wasn’t speaking about making ritzy weddings.
All the Jewish Communities of Jerusalem abided by a decree that limited weddings to late afternoon, on the Eve of the Sabbath (when people are busy, and generally can’t attend.) This was a means of making marriage available to everyone. Weddings were held in homes, Synagogues, or Yeshivas.