Mojave 10.14.4 fails to Authenticate Gmail account

At very beginning just after upgrade all my G Suite accounts works well but suddenly some G Suite account with "Login failed" error after system sleep.

Follow the step by step to re-authenticate Gmail account - Just after input 2FA code, it should redirect to "Allow" to click on the "Allow" button to complete authentication process but it just close Safari itself - endless failed loop. 😡

Turn off and on the 2FA authentication of Google account is NOT a good idea, it will cause iOS device login failed and no way to bring it back.

After spends few hours on it I use the workaround method to bring back email (only) is using IMAP4 & SMTP with "Google App password" (temporary), drawback is cannot access Contact & Calendar anymore.

https://support.google.com/accounts/answer/185833?hl=en

The new macOS Mojave 10.14.4 and iOS 12.2 is terrible, remove and add Gmail back never works. Hope my still working G Suite without problem in coming next few days.

Planning restore from Time Machine back to previous macOS version on coming weekend.

Same problem here but it seems completely random; I have no problems on iOS12.2 but on MacOS 10.14.4. But here only on the iMac and not the MacBook. Also, of my 10 Gmail accounts, 'only' four show the problem, the others log in fine. The four accounts affected are all regular free Gmail account. My G-Suite accounts work fine...

I hope this will be fixed soon!

Same problem for me. MacOS 10.14.4, MacBook Pro 15" 2008.

I have 2 accounts:

1) a new corporate G Suite account (corporate domain) set-up within the last 6 months - this is *working* after a single safari authentication.

2) a much older G Suite account (personal domain) - this is *broken* and I am stuck in the authentication loop. This account is a free "grandfathered in" one from when Google Apps for Domains was free.

Having the same problems too.

Rather than mess around with IMAP settings, I've loaded Spark in the short-term, which is working fine. I will revert to Apple Mail once they have fixed this issue, which should be an urgent priority for them. I've been using Apple Mail too long to go over to another mail app for too long!

Same issue with me. The normal gmail account is working with Mail, but the gmail suite account not, just an endless authentication loop. I spoke to Apple, they are aware and working with Gmail on a fix, but I was advised to contact Gmail and see if they can do something. Very disappointing from Apple!

Same problem here, which I've reported on my blog, which I'll update if there's any new info:

Problems Logging into Google Account in Apple Mail for Mac, After macOS 10.4.4 Update

I spoke to Apple Care, got quickly put through to a senior advisor, who is sending this to engineering with a high priority. They technician said he thinks it has something to do with a certificate, or the way a certificate is being handled by Mail or Safari, since I can log into my Gsuite account in Safari with no problem.

Astonishing that two of the largest tech companies in the world failed to test this thoroughly before making it available to the public. For most of us those are our business accounts.

I was told by support that they are working on it together to solve it asap and allegedly it has to do something with the 'digital handshake' not performing as intended.

Same problem. Writing to save people time who might be trying to fix this or find a workaround. I have been in phone contact with Apple upper level tech support. Since updating to 10.14.4 I cannot connect to Gmail (I can access iCloud mail) using the native Mac email client though I can access Gmail using the Thunderbird email client on my Mac. I can access Gmail on my iPad and iPhone.

Here is what upper level Apple Tech suggested. I tried everything. Nothing helped. They offered to revert me to 10.14.3

Deleted the Gmail account and reinstalled.

Reset my SMC and my Pram.

Set up a new administrative account and tried to access Gmail on that account using the native Mac email client.

Reinstalled MacOs 10.14.4

Again, none of this helped. I filed a bug report. If others did the same it might get Apple's attention sooner.

Your mileage may vary, but Macendo's updated post worked for me.

There seems to be a difference in which prompt you enter the password. Clicking on the OS notification to reenter my password for each Google account didn't make a difference - Mail still would fail for every Google account I tried. But triggering the prompt by clicking the lightening bolt icon next to the account under Inbox solved the issue for all my Google mail accounts. OSX Mail under 10.14.4 is once again working with Google Gmail accounts.

Not working for me. It's the same as when I click the lightning bolt next to the account in the Mail sidebar.

Perhaps you don't have two-factor authentication? That would make things work a bit differently.

I have a similar issue in which several of my other google accounts work fine but one. The error I get when trying to authenticate is email mismatch error. I tried removing the account and adding it again in Internet Accounts but now it won't let me add the account anymore and gives me an error saying that "This account already exists" but the weird thing is that the description goes on to say you are already signed in to the account, but gives the email address of one my accounts that works not the one I'm trying to add.

This also happens on both my iPhone and iPad. I have since removed that account from all my devices.

This is happening for me to on all of my several Mac computers once I updated them to 10.14.4. Gmail and Google calendar both stop working in Apple Mail and Apple Calendar. I have to use the web browser versions. I keep getting the notice to enter the password in my internet accounts preferences. Fortunately google drive still works with the desktop version.

Same exact issue for me. At this point, contacts and mail can't be accessed in native apps. I have to use the web site to access email, which makes my MacBook Pro a Chromebook.

Given the missing contact sync, it is greatly impacting my ability to use iMessage as I've go no indication of who is messaging me.

Need a priority fix to this ASAP Apple!

I have the same Issue, using a 2017 Macbook Pro.

I have about four google accounts and all of them are offline. After being prompted to enter my credentials using safari, the issue loops again.

That reminds me of a similar issue with Mojave that had problems with account authentication.

Apple please fix this issue, thank you.

Josef, Israel.

What fixed it for me:

I had to go thru the "forgot password" routine on the Google site when Gmail authentication failed in Mail on my laptop running Mojave 10.14.4.

Changed the password on one Google Mail account after selecting "forgot password" and obtaining an authentication code from Google as a text or call (curiously the old passwords worked on two other Gmail accounts after that.)

Then, of course, had to change to the new password on my iMac and iPhone.