We configured several of our reps to have all of their emails automatically tracked, however we have noticed that only INCOMING mail appears to be tracked. For the Set Personal Options section, under the Email tab, we have them set to the "All Email Messages" option shown next to Track. I also confirmed the reps have their emails properly enabled, and they passed both the Incoming and Outgoing email tests. They did NOT pass the test for Appointments / Tasks, but I didn't think that would impact the email tracking. Has anyone else experienced anything similar, or am I just mistaken in thinking all Outgoing email should be tracked with these settings?