Level 1

134 points

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

Top-ranking reply

ctucek

Level 1

8 points

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.

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"
Now you see "Sign in to continue to Mac OS." Don't - It's a loop. Instead click on "Create Account" at the bottom.
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!

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868 replies

Jul 11, 2019 2:38 PM in response to Ken Graham

Hello, I had the same problem

I could solve it in a few steps:

Open Mail-App on e.g. mac-mini

Goto Mail/accounts

Select the Gmail-account

--> Delete the toggle in mail

( I'm not sure if i then temporary closed the mail app )

--> Activate the toggle in mail

And then everything was ok, no more

"endless loop. I get a notification "Google requires completing authentication in Safari."

tramel

Level 1

14 points

Jul 25, 2019 4:14 PM in response to thee_spectacles

Apple tech was just able to resolve this issue for me. After getting it elevated to the senior support level; he was able to determine it was a key chain issue. Once we deleted the existing key chain Apple Mail / Google works fine.

Sep 24, 2019 1:46 PM in response to VonLich

Appreciate the speed with which I got news about Safari 13.0.1 via this forum.

Search for updates, install, restart, and no I can add/update my corporate google mail/calendar accounts via "Internet Accounts" as it should be.

Thanks, folks

PS Apple must have made this 6 month old problem much worse in 10.14.6 to get enough blowback that they had to fix it!

Dec 2, 2019 4:28 PM in response to Ken Graham

So I've been having the same issue, in that one gmail account was not working on MacBook (same account worked fine on other mac desktops). I had to delete the account from Apple Mail, and then we had to delete the passwords in a few applications in my keychain (keychain access).

Once we did that, Apple Mail allowed me to re-install the gmail account without any issues. Good luck to everyone out there. If you call Apple, mention the keychain thing. They can guide you through the process.

Nielsen

Level 1

8 points

Mar 27, 2019 12:31 AM in response to emmanuelfrombruxelles

Delete the account and add it manually as an IMAP account, then it works fine for me.

Mar 27, 2019 5:23 PM in response to Ken Graham

Apple has released the 10.14.5 update which fixes the problem. Hooray!

miskeecare

Level 4

3,363 points

Mar 28, 2019 2:48 AM in response to Ken Graham

in Keychain acces search for gmail and remove it and try again to add the account.

Mar 28, 2019 4:11 AM in response to Ken Graham

Go to

System Preferences.
Internet accounts
Delete The Google account
Create a new google account with your login data
Safari login

It Works!

Apr 13, 2019 8:16 AM in response to MacSavvyFlorida

So far so good - I deleted the accounts from the INTERNET ACCOUNTS screen (not in mail preferences). Then re-added and it seems to be working properly now. Will report back if this changes.

May 2, 2019 8:35 AM in response to Ken Graham

Just confirming that updating to Mail 12.4 (3445.104.11) fixes this issue. I've had no authentication issues for several days -- since updating to Mojave 10.14.5 (beta).

VonLich

Level 1

4 points

Sep 24, 2019 11:30 AM in response to Jerome Morrow 111

"Safari has now been updated to v13.0.1 to fix this issue."

I confirm. Apple fixed this issue. Everything work fine.

Thanks!

BB.

Sep 25, 2019 12:20 PM in response to Cherilyn333

Hey this was fixed a few days ago with an update to Safari 13.0.1. Install the update and restart your computer. Worked for me an the solution from apple support when I called them

Mar 26, 2019 11:51 AM in response to Carsten0815

I bring my Private google Account back to live as Standard Gmail Account with Calendar and Notes...

i did 2 Steps to try, so i don´t know what it was in detail, please try

System Preferences -> Internet Accounts -> Google Account
Safari Opens
copy adress, leave window open
open new safari window cmd+n
paste adress
try to complete
for me, an error occours - can´t finish

back to original safari window
right click on top bar, change setting content blocker
complete with mail and password
account installation incl. mail and calendar finish as normal

so, can try content blocker settings first... but i can´t validate now

Mar 26, 2019 6:15 PM in response to Ken Graham

I have this issue

It only occurs on my GSuite account not my regular gmail account

I used the fix suggested by @nycross and it worked for me.

I use a 2FA on both accounts and had to create an App password for Mail for the GSuite account

I don't use calendars from Google - so all good.

emsko

Level 1

62 points

Mar 27, 2019 6:44 PM in response to GilroyTech

Same problem. Changed gmail password and then gmail would not work on iPad and iPhone. Tried deleting the gmail account and could not get it back. What worked for me was selecting add an Exchange account instead of a Google account. Select the configure manually option when it appears, and then enter all of your google login info. Use the server m.google.com. It works well except email does not delete but archives instead. And you have to go into settings then passwords & accounts then tap Mail Days to Sync and select unlimited. Hope this helps. What a pain!

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Mojave 10.14.4 fails to Authenticate Gmail account