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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Posted on Dec 27, 2019 11:41 AM

This worked for me on 8 different Gmail accounts. The glitch happened last night 26Dec19 when I installed a Mojave upgrade.

Note: I am running Mojave 10.14.6, Safari 12.1.2, and Mail 12.4 which may be why it was this simple.


  1. In "Mail," click on the tilde next to the account now connecting. It will pop up a box saying, "Enter the password for the account “**************@gmail.com”. Click on "Open Safari"
  2. Now you see "Sign in to continue to Mac OS." Don't - It's a loop. Instead click on "Create Account" at the bottom.
  3. Don't create a new account. Look below (lower left) and click on "Sign in Instead." It will reopen a log-in box for your Google account.

4. Log in to Google with your email and password (two pop up boxes in a row).

5. It will pop up Google’s "Protect your account." Click on "Confirm"

6. New pop up window, "macOS wants to access your Google Account." Click on "Allow."


Your “Mail” screen will pop to the front and the tilde will be gone. Your mail will now function. Do a test and it should come through.


For those using the same specs as my Mac, hope this works for you also. Since I had 8 accounts to fix, it seems true (but it was one laptop with particular specs). I actually stumbled upon trying this before any solution offered - God's grace maybe. If it works for you, send Him a "thanks."


Merry Christmas!

868 replies

Apr 27, 2019 12:33 AM in response to aulicanada

This works for me !

Go to https://accounts.google.com/DisplayUnlockCaptcha to repair the access (documented on https://support.google.com/accounts/answer/2461835?hl=en)

after fixing add the account in the mac os settings or over the mail app as usually (you don't even need to delete it first if it's already added).

After verification in the opened safari window everything will go well.

Apr 30, 2019 8:53 AM in response to maximb

After 2 long calls with Apple support (very good btw), we tried lots of different ways ranging from emptying cache, running scans, deleting bad software etc. Finally last night I reinstalled Mojave and now emails are working. It probably updated Mail version too so I'm on version 12.4 (3445.104.1). That might have done it, not sure. Keeping my fingers crossed that this solution lasts, the other 2 fixes so far have proven short-lived.

May 14, 2019 4:21 PM in response to Everything_is_Apple

Look.. i've been able to get it to work 2 different ways. 1. Create a new user on your mac and set it up. Worked the first time. Then migrate your user data over to the new user. Worked. 2. log out of gmails website in safari... delete all saved passwords in Safari prefs. delete all accounts in system prefs. remove all folders/files from ~Library/Mail. Destroy any keychain entries for gmail or google. download Onyx and run. Then reboot and setup as new account. Worked.

I don't have the 10.4.5 update. it worked in 10.4.4

May 18, 2019 8:57 AM in response to Ken Graham

10.14.5 didn't fix my problem however, MacSavvyFlorida's 14 May post did. I followed his/her number one suggestion and established a new gmail account in Mac Mail that essentially took over my email service. I left the old account as is, with the little squiggly symbols. I have given my Mac Mail four days to work as advertised or play loop-di-loop. Today, the fourth day, all appears to be working like old times. I have sent myself a few test shots and they all worked as they should have. The account removal procedure offers the possibility to deactivate an account or delete it. I deactivated and all traces of the old account in Mac Mail are gone. In my System Preferences, Accounts, it continues to appear, deactivated. My thought is that if Apple comes up with the fix that is long overdue, I can always reactivate if necessary.

Jul 4, 2019 6:42 PM in response to markfrompalmyra

Ok, this is what worked for me.. once I added google under the Internet Account (System Preferences/Internet Account), the Google Account Mail should be in the list of accounts of MAIL, but is disable or fade out, all you have to do is selected and there will be an option to "Enable This Account"


but you must add the Internet Account, at least that is how it worked for me.


Thanks, hope that helps.

WDM

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Mojave 10.14.4 fails to Authenticate Gmail account

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