New answers tagged lifnei-iver
Partial answer: There is no Shabbos problem of sending it even if it is already Shabbos where the recipient is (see last paragraph here).
Stam yeinam is not actually assur because of an actual concern of biblical yayin nesech since we do not actually assume they will use it for avoda zara. It's just a gezeira d'rabanan to avoid excessive familiarity that would lead to intermarriage and an ultimate abandonment of the mitzvos. So lo sitein michshol should not apply in your case (of non-mevushal ...
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