To Mail and keychain, I can't imagine that there is any difference in a typical password and a Google app specific password. My first thought is that this isn't an issue related to app specific passwords at all. Gmail, and even Yahoo mail have come a long way in usability over the last few years. I personally got tired of struggling with numerous mail clients over the years and have now been happily using Gmail through the browser (using Google Authenticator for 2-factor) for years now. Should i spend a hour plus and a couple of bucks with online support and if so is this likely to solve it? if it will it would be a bargain and i would love to do this. to delete anything in your keychain related to GMail settings and enter all your password information again. have a dedicated App Specific password for the outgoing server in addition to the incoming one (not so obvious and i am not even sure this is correct) and B. The closest i got is a 20 page thread on SMTP outgoing server issues in Mac Mail (a problem i also have and have been unable to solve) which seemed to indicate that one should A. I am considering accessing my GMail account only in a different email client at this point because i have been unable to solve this. however, it is becoming a real work life issue in constantly regenerating codes to put into Mac Mail.ĭoes anyone know - at a minimum - if this is a Mac Mail issue (likely) or if it is a kind of global problem that will also occur in other email clients? and with all the security issues these days i am disinclined to take app specific password setting off my GMail accounts. I seem to have an ongoing issue with little to no documentation on it.

Gmail settings for mac mail