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Will not SEND to a category of recipients…

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Older post from October 28, 2016. Details may be out of date.

Question asked on Oct 28, 2016

I am unable to SEND to a category of email addresses.  I select the category in the To: box, but Mail does not recognize that there is anything there.  I click on the "+" button, and the category disappears from the To: box.  

The error messages is:   The message could not be sent.  Type an email address for one or more recipients in the To:, CC:, or BCC: box.

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