Please bear with me, because I am not much of a tech person like most of you here. I just don't have the time to go to have my computer checked out by anyone for a while, so I thought I might give this a shot. That being said: Different messages keep popping onto my computer screen and I always have to re-enter passwords for keychain. I'm not just talking about the server password with Mail, but things like: Mail wants to use the "login" keychain. Keychain Access wants to use the "login" keychain. I've had similar things with iMessage, which acts as if things are sending, but when I ask people, they are not sending. I don't even think there is a complicated issue here, I simply do not know how to make it so that Keychain works automatically without me having to type in passwords into these pop-ups all the time. Thanks!