In Outlook, here is what my settings are.
See image
So leaving the "Remember Password" checked in my Account settings in Outlook should be Ok then?
But here goes the laziness factor so to speak
LOL
If I uncheck it, then everytime i open Outlook, it does ask me for the Gmail account password, and if I send an email, it also asks for the password again.
So that is why I leave it checked.