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Can one person say Kaddish for someone at the same time he is saying Kaddish for his parent?

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Yes, even the same kadish, according to Gesher Hachayim 30:8:8. However, for a practical ruling, CYLOR.

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3

I recall hearing a psak on a Rabbi Rakeffet shiur that as long as it's one Kaddish per person per day. So if a person says Kaddish six times per day, he could do it for up to six different people.

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The Kitzur Shulchan Aruch in סימן כו - דיני קדיש יתום says:

סעיף ט"ז: מִי שֶׁהוּא אָבֵל עַל אָבִיו, וְגַם עַל אִמּוֹ, מִכָּל מָקוֹם, אֵין לוֹ זְכוּת יוֹתֵר בִּתְפִלּוֹת וְקַדִּישִׁים מִשְּׁאָר אָבֵל, מִשּׁוּם דְּזִכָּרוֹן אֶחָד עוֹלֶה לְכָאן וּלְכָאן. (כנ"י) ועַיֵּן נוב"ה סִימָן ה.

So as far as parents are concerned, one Kaddish covers both of them.

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