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I can have two people in an address book with the same email address but I cannot drag and drop both people into the same mailing list. Why not?

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I have two people with the same email address in an address book. I want to consecutively add these two people to the same mailing list but after the drag and drop I cannot see the first contact name in the mailing list.

I have two people with the same email address in an address book. I want to consecutively add these two people to the same mailing list but after the drag and drop I cannot see the first contact name in the mailing list.

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Info in search: You are interested in the last item.