Does RW Messenger show which texts are from automatic communications (i.e. treatment plan follow-ups) and which are manual texts? 

When viewing a patient's text history in RW Messenger, you will see who the text was sent by with a name and time stamp: 

If you see "RW" underneath the text, that means an automatic communication was sent out via the system.

If you see the name of one of the users in your office, then that means it was a manual text sent from your RW account by whoever was logged in as that user.