Hate gmail especially now that they have added this annoying "someone logged into you account, was it you" warning every time i use a vpn or try to connect from my email client. So damn annoying, yes it is me get a goddamn idea.
<3 outlook, i am really mad i decided to go with gmail as my main provider but now i hate it so much and i have no choice but to continue using it because of all the sites and everytihng associated with my gmail email.
It's not going to magically know it's you. I do love both Microsoft and Gmail for supporting two factor authentication. It is nice knowing there is an additional layer of security on top of passwords.