Notify of Attachments Sent Externally

Is there an option in the Office 365 suite or Outlook which would prompt the users to highlight they are sending an attachment outside of it's own organisation?

Essentially, we would want a message to popup which reminds them to double-check the attachment and its destination before it actually gets sent.
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Vasil Michev (MVP)Commented:
HypervizorAuthor Commented:
I've had a look at this and there doesn't appear to be any way to do it, unless I'm missing something?

What we need is to have a prompt that appears if anybody is sending an email to anybody outside of their own internal email domain. I can see that there are various things you can do with attachments if sent externally, but there doesn't seem to be an option to have any prompt.

Any ideas?
Vasil Michev (MVP)Commented:
The prompt is only possible via DLP.
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HypervizorAuthor Commented:
So are you saying you can do exactly what I'm asking with DLP and it's available in Office 365?
HypervizorAuthor Commented:
Vasil Michev (MVP)Commented:
What I'm saying is that the only way to display a prompt on the client side is by using a DLP rule, at least when the built-in functionality is confirmed. There might be some addon or macro available that does this, but nothing built in.

Another option is to use MailTips, but those cannot differentiate between messages with and without attachments. And it's not a real prompt, just some additional text on top.

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