I've been asked to set up an alert whenever our staff try to send emails to a certain domain, and we're using Outlook 2013/365. I'm just wondering if anyone knows if this is possible and how to do it?
So far I've managed to create a new rule for outgoing messages by going:
Manage Rules & Alerts -> New Rule -> Start from a blank rule: Apply rule on messages I send -> with specific words in the recipient's address -> add the domain (eg @example.com) -> ...
This is where I get stuck.
We're wanting it to be that if we send to a certain domain it pops up asking if the email requires a password, and gives the user an option to cancel sending if it doesn't. We deal with government organizations and they have a new requirement that if we send an email with more than 1 persons details it needs to be in a password protected attachment. So really we just want an honesty prompt asking if the content needs to be in a protected attachment, and if they press yes it cancels sending allowing them to do this.
Can anyone let me know if I can do what I'm wanting, and if so, how?