I have to tell you the worst story I ever heard related to “insensitive things”. A woman I know (she’s in her 40s), lost her father and then her mother less than a year later. A woman came to be menachem avel to her and said “oy, this must be so hard for you. how does it feel to be an orphan.” mind you- this was a grown woman herself who said it, in her mid 50s. no brains or what?!
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