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Outlook 2013 pdf attachments are arriving to recipients as winmail.dat files

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I recently switched our Bookkeeper to Office 2013 H&B. Since then, when sending invoices to our customers as a pdf attachment, some recipients are getting a Winmail.dat file instead of a pdf attachment. It is not sending in RTF, I already checked that setting. When the customer replies to our Bookkeeper and she replies back to that reply, the attachment goes through normally. I want to know why it does not go on the first attempt. If I have her send one to my account or my personal email account the attachment arrives as a pdf and I am able to open it.


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