How to automate sign-in

You have to contact the sales staff regarding CC for Teams and once you sign up those tools will be avialable via your CC account. I'm sure there's also some obscure help page deeply buried somewhere, but a quick search didn't turn up anything apparent.

Mylenium

As Rick already pointed out, this has nothing to do with AE per se. It behaves just like on a physical computer and there is no way to avoid it on a normal Adobe license for technical reasons inherent in the licensing and activation system. Only a managed education or business license that allows you to create individual deployment packages and pre-activate stuff with the license builder could do that, but apparently that is a costly thing meant for larger organisations that may not be feasible for you.

Mylenium

Virtual machines are not logged in to anything until you do it. Maybe Amazon Web services have a workaround, but if you are creating a new machine you'll have to login in the same way you would if you installed AE on a new machine in your office.