Mojave 10.14.4 fails to Authenticate Gmail account

well thank you jesus (*sarcasm) - old g-suite is working for me now too! So this was a google problem? I just deleted my imap accounts (one gsuite, one regular), rebooted and reinstalled and they both authenticated

Thanks! I learned so much about Charles & Spark etc etc .. great advice on here, all I did was the old-fashioned imap and stuck with that until the fix! Nice work folks! Really appreciate all the astute information!

It seems Google resolved the issue on their end!-

Just tried reconnecting in Mail (by clicking the lightning bolt button) and after two authentication tries (the first failed to complete even though I entered the correct password - perhaps a sign Google changed and was resetting something on their end - the second succeeded) Mail finally connected to my mailbox to perform its first sync up in 3 days.

PS. I did not delete/re-setup nor try any of the 'Charles' or certificate fixes during the wait. Idea of having to resync my entire mailbox then having Time Machine re-backup and Spotlight re-index them just wasn't fun. Patience paid off fortunately...

@API1Cat This is perfect! Finally got my legacy GSuite account back up and running. Thanks so much for this - and thanks, Apple, for having us jump through hoops just to get our e-mail working like normal again.

Seems to have been resolved with no user intervention, except for my going through the authentication steps again a few minutes ago. This time resulting in my gmail logging in through Apple Mail. Glad that's finished.

Yes it does work now. The "Charles Proxy" solution worked flawlessly and soon after quickly things seemed to be resolved. I was thrilled to go through that setup successfully because it's good education. Everyone needs education right? (thanks to the original poster). I paid for a Charles license because it's a very cool application. It will come in handy in the future.

It seems to be fixed now. I tried authenticating again and it worked. However, Mail.app was not showing any messages. So I removed the G Suite account and added it again. Now everything is fine, including calendars, notes, etc.

I was also in an endless loop for authenticating old G Suite account.

Well, after reading latest posts I just tried again to add the account (I removed when it stop working) and all the process was as usual without errors.

I didid not erased any old info on keychain... Basically I just tried again the normal process for add a google account !

Thanks for all the contributors in this forum !

Well, I woke up to 100s of posts on this question and the most recent ones suggest that Apple fixed the issue. Without having to delete and re-establish my Google account, I clicked through the authethication process and IT WORKS!

I guess Apple does read this. Now I just have to figure out how to stop more messages on this thread from appearing in my mailbox! LOL

I have the same problem. With 10.14.4 first boot I was prompted to re enter gmail pass. And now, from time to time, Mail app showing Login failure message, despite all settings are correct.

Apple, fix it please. Mail is one of my most used app.

I am having the same issue with my MacMini 10.14.4 and Apple Mail, but I believe it is more Google than Apple. The same loop issue started 2 weeks ago on my wife's MacBook Pro 10.14.3, but using Outlook. I had to move her to Apple Mail so she can work. Of course, having said all of that, her MacBook Pro 10.14.3 with Apple Mail is still working fine. This issue is frustrating to say the least.

At least Kiwi is still working so I can get my emails.

As a couple others have mentioned, last night I went through the authentication process again for my GSuite account, and it all worked. I had made no changes to the account before or after the 10.14.4 upgrade, so based on everything that's been posted here sounds like Google had to make a change on their side to resolve this.

Problem just fixed by Apple or more probably Google !!

I just successfully added my 3 failing accounts, without any hack.

As it looks like a Google bug, it also looks like the fix is quickly rolling to concerned G Suite accounts.

People are reporting that Google must've done something to resolve the G-Suite Gmail authentication issue. It's more likely that Apple fixed this because the problem clearly was caused in Mojave 10.14.4, so the bug was most likely introduced by Apple, not Google.

fft1024guy wrote:

People are reporting that Google must've done something to resolve the G-Suite Gmail authentication issue. It's more likely that Apple fixed this because the problem clearly was caused in Mojave 10.14.4, so the bug was most likely introduced by Apple, not Google.

Really? When did Apple release a patch for you to apply? What version of Mail is now current? When did Software Update advise you of a new download to fix this. No, it’s more highly probable that the Mojave 10.14.4 update enabled a bug in Google’s servers.