I need a rule on Outlook, or something like this to warn staff where I work when sending to certain email addresses. Can you create something that if you email a specific address or range of addresses that a pop up box of your own devising comes up before sending and then you click yes or no that you definitely want to send to this person/address? Outlook 2010.
Not without some clever programming.
Standard filters only run AFTER a message is sent (or upon receipt of course). And in any case you can do very little on sending.