We have an Outlook rule in place that anything that includes “Secure:” in the subject line, that email will be sent out encrypted. The issue that has been escalated recently is that if the email has “Secure:” in the subject link, plus an attachment that is not encrypted such as a PDF or Excel file, the recipient receives the email but cannot open the file. They get an error message that says your Outlook account does not have permission to open this file, please contact [senders’ email]

We have O365 E1 licensing. One user has E3 and does not experience this issue.

​We have an Outlook rule in place that anything that includes “Secure:” in the subject line, that email will be sent out encrypted. The issue that has been escalated recently is that if the email has “Secure:” in the subject link, plus an attachment that is not encrypted such as a PDF or Excel file, the recipient receives the email but cannot open the file. They get an error message that says your Outlook account does not have permission to open this file, please contact [senders’ email] We have O365 E1 licensing. One user has E3 and does not experience this issue.  Read More

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