Well after a day I feel certain that reinstalling the Last Pass extension does seem to have helped.
Sorry for potentially triple posting, didn't realize mods have to approve messages before they are posted.
I did reinstall the extension and right off the bat that seemed to fix the issue. It logged in fine without giving me that "can't connect to login server" stuff. I'll post again tomorrow since I don't feel 100% certain its fixed yet since I just now did it.