I have the same poblem. It's sporadic. But I've noticed that the same file can't be sent when it's on our server as opposed to the local file. Maybe it's a path problem? I work with Mac OS 10.10.5, Acrobat DC Pro 2017.009.20044 (latest) and Outlook for Mac 15.34 (latest) with an Exchange-Mail-Account Regards, Marcel
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