I'm trying to set up Mac Mail to make saving my emails a lot easier. With my work, it is very important that i keep paper trails, including sent emails. I have many folders set up in my mail app. I have a folder set up for each of our staff members, so if i get an email from them, it goes straight to a folder. Within those folders, each of the staff members have a sub folder, called Sent to "staff members name) What I normally do is when I've sent a message, I go to the sent items in mac mail, and just drag the message down to which ever staff member i sent the message to's sub folder. Is there a rule I can set up that will automatically send the message to their sent folder. I tried with the "if message is sent to email address" then copy to this sub folder, but that is not working becuase I believe that the To fields refers to the TO for my email address'. Is there a rule I can set up that will send sent messages automatically to each staff memebers folder once I've sent them a message.