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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 31, 2019 3:27 PM in response to wkfromcali

After adding my voice to the chorus of those having issues, I’ll now add my voice the the chorus of those for whom it is fixed without doing anything. At approximately 17:45 EDT I tried again after seeing some notes in this thread that for some it worked without any Charles or other effort, and I was able to sign in with Safari and Mail says everything is ok now.

Apr 1, 2019 10:17 AM in response to Ken Graham

I've also had this issue since I updated my OS to Mojave 10.14.4. But finally I was able to have it fixed.


I found this google link https://support.google.com/accounts/troubleshooter/3178296?hl=en and after answering the questions there, I ended up seeing the following text with this magic link https://www.google.com/accounts/displayunlockcaptcha:

...

To grant access to your Apple device, go to your web browser and follow the instructions to allow a new application to access your account.


Clicking on the link and following the steps, I got to a page stating:


Account access enabled


Please try signing in to your Google account again from your new device or application.


At this time, I went back to my Mail app and tried to authenticate again using the account with the issue. So I was redirected to google's login page on Safari where I had to put my email/password and login. After that I went back to Mail and finally no dialog showed up asking me to authenticate again as before. So I went to Mail settings and confirmed the account status was online. But to make sure, I closed and opened the Mail app, checked the account status again, exchanged some emails and no issues so far.

Apr 2, 2019 1:29 PM in response to Ken Graham

I have a similar (but not quite the same) problem. Mac Mail decides (for reasons known only to the gods or a developer's typo) that my gmail account is offline. If I quit or force quit Mail, and restart it, a miracle happens, and mail recognizes that gmail is alive (which is has been the whole time). It's far beyond "annoying" at this point. Either Mail, or some interaction with 10.14.4 has a substantially irritating bug.

Apr 3, 2019 11:05 AM in response to Ken Graham

This might have coincided with with G+ shutdown, as from what I gather, GSuite authentication is tied to G+ APIs. So, authentication was transitioned from G+ to another method, and it wasn't a 1 to 1 transition, and it was a gradual one. This was indeed poor coordination between the companies, and for the most part Google is to blame. I anticipate that Apple switched to new APIs a bit too early, and Google wasn't prepared. Second, there are some inconsistencies, as if you have backup email for your GSuite account, for some reason, that's what's going to be picked up by Apple, as opposed to your actual email; one of my Gsuite accounts doesn't even list my primary account, just aliases. These are all bugs from ongoing shutdown of G+.

Apr 3, 2019 8:10 PM in response to Grant_Y

Grant-Y, this just happened to me also. I've been keeping an eye on this thread and waited to update to 12.2 and 10.14.4 until I saw that it was resolved for numerous people (3 days ago). My account is personal not gsuite, and updated just fine with a few authentications. I then wanted to have 2FA on my account, so I initiated that 2 days ago after the OS updates and the gmail account performing as needed. Then today after my computer had slept numerous times without issue, I noticed the 'lightning bolt' next to my gmail account. Tried using the Mail/Mailbox menu to bring it back on line, but nothing happened, not even an error. So I restarted Mail, and problem seems fixed. Please let me know if this problem persists for you and I will do the same.

Apr 3, 2019 8:56 PM in response to danois

Sure. I had to reauthenticate gmail just once — right after installing 10.14.4.


The nagging issue of Mail losing touch with gmail, as I think about it, has been around for a while — only not nearly as bad as it is now. I know that very occasionally I had Mail try to convince me that gmail was offline, always after bringing up the screen after being minimized, and had to restart Mail. But now the issue has become MUCH worse. If it matters, my machine is a Fall 2018 MacBook Pro,


By the way, I don't use GSuite or any other google service other than gmail.

Mojave 10.14.4 fails to Authenticate Gmail account

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