It seems - for no reason that I can think of - you can no longer attach files to (some, but not all) plain text emails in Outlook 2016. I solved the problem well, discovered a workaround, but something far more sinister is going on here.

I sent Stephen that explanation and he replied: I realize this is not what Stephen was asking, but thought perhaps it might be another way he could manipulate Outlook 2016 so that he could add attachments to his replies (by forwarding them instead). Not being able to access email attachments was a security measure developed by Microsoft, but forwarding the email would allow you to access the attachments. Any ideas? 'Īlthough this is somewhat not related: an old trick I learned in the past with Outlook Express is that if you forward the email (instead of replying to it), you can extract attachments. Based on some online explanations, I have tried: rebooting the PC, pressing the ESC button multiple times, and also ensuring that Outlook 2016 is not started in Administrator mode. I have searched online the Internet but can't find anything. The strange thing is that this issue only affects my email replies - but not when I compose a new email.

I have tried to drag and dropĪ file into the email, and have also clicked on the Attach File icon (paper clip) button without any luck. This seems to have happened all the sudden, whereas previously it worked without any problems. I am using Outlook 2016 when I respond to an email, I can no longer attach a file to my email reply. I have a small issue, and hope you have some insight.

Microsoft outlook cannot attach file