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Mojave 10.14.4 fails to Authenticate Gmail account

Just update to Mojave 10.14.4 and now Apple Mail will NOT connect to one of my Gmail accounts.


This issue is UNIQUE to Apple Mail as I can access the Gmail account using Spark on the same computer without issues.


This issue is UNIQUE to Mojave 10.14.4 as it did not exist with 10.14.3 and it does not exist on another computer running an earlier version of Mac OS X.


The issue puts me in an endless loop. I get a notification "Google requires completing authentication in Safari." This takes me to a Sign in dialog where I enter email account and password. Password is correct and accepted, after which I'm back in the loop again asking to enter Google Password.


If I login to my Google account in Safari I can see the recent events that I signed in without any problems on this Mac, but Apple Mail does NOT connect and I am back in the endless loop.


Oddly I can add events to the Google Calendar for the account so apparently something is amiss strictly with Apple Mail.


Suggestions?

iMac 27" 5K, macOS 10.14

Posted on Mar 26, 2019 8:18 AM

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Question marked as Top-ranking reply

Posted on Apr 23, 2019 7:05 PM

Thanks to mulberrywriter for the answer .

Most easiest way without downloading and deleting accounts.


  1. Go to your gmail account in browser.
  2. There is a little gear in your gmail under all emails (I did this way so explain step by step from my side)
  3. Choose Settings under that gear
  4. Choose Account and Imports
  5. Choose Other Google Account settings
  6. Choose Review your privacy settings.
  7. Choose device information. If it is Turned off - you need t click on it and turn it ON. If it is ON, You can turn it off and again turn it on.
  8. Do not logout. Go to Mail and Click on Lighting icon near your account.
  9. Click everything it will ask.
  10. In browser you will see an option to "Allow". Click it and DONE. It will finish authentication smoothly.


Process takes 2 minutes. All calendar info and emails will stay with no issues. I hope it will works fine after as well.

868 replies

Mar 26, 2019 6:42 PM in response to Ken Graham

Same issue, only for me, I have 2 G Suite accounts, and when I removed them both in attempt to fix the issue, I tried adding account A back and it mislabeled it as account B; mail remains offline for account A. Tryin to add account B yields an error, that account B is already added. What a freaking mess! I rely on those 2 accounts for my business, and all related contacts and calendaring to go with it. Now I have to jump through hoops just to make things work. I switched over to my windows workstation to try to keep things going. This is a massive disaster for Apple!

Mar 26, 2019 7:47 PM in response to Ken Graham

I ran into this problem with my GSuite account when running the beta releases, and I reported the bug to Apple via the Feedback function. I eventually had to downgrade the OS so I could use Mail with my corporate email account. Unfortunately, it doesn't look like the problem has been fixed yet. Maybe there will be more attention to it now that the problem is affecting more people.

Mar 26, 2019 8:44 PM in response to Ken Graham

I too am experiencing this issue with 2 go my gmail accounts. This is ridiculous, just when I decided to come back to Apple Mail from using AirMail for years after the last time Apple did this. Hopefully they fix it soon as it also happens in iOS for the same 2 accounts. I have tried to remove and re-add on different devices and they all fail.

Mar 26, 2019 10:04 PM in response to Ken Graham

FWIW, I have a quite similar situation using the Gnome Evolution mail client with Gmail. My suspicion is that Google has changed its authentication (Oath2) requirements without updating its documentation on how mail clients are to do so. Since Apple mail is so important I hope Google will pay attention to this and update its documentation to reflect the current protocol.

Mar 26, 2019 11:41 PM in response to markbyrn

"At the moment the only fix is to delete the account and add it in manually as an IMAP account"


"I tried that; unfortunately won't work unless your organization admin allows authentication outside the Google site login and I believe that's the default. "


I am not sure about that - I am the admin of our organisation and it works fine on the defaults. The app specific password still uses Google to authenticate?


Mar 27, 2019 12:14 AM in response to Ken Graham

I have exactly the same problem. Regular free Gmail accounts are working fine after a request to authenticate (again). However, all G-Suite accounts are looping back to require the authentication process again and again and it doesnt work.

Tried the same with Spark and is working fine as it seems.

This happened on all computers updated to MacOS Mojave 10.4.4 and no others !!

I tried the less secure option, I tried to deactivate 2 Step Verification, I tried with an App password, etc. Nothing works so far.

Mojave 10.14.4 fails to Authenticate Gmail account

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