Mojave 10.14.4 fails to Authenticate Gmail account

The steps below worked for me when 10.14.4 broke access to my GSuite-backed e-mail, calendars and notes. Hopefully it works for others as well as this problem is a real PITA.

• Delete the problematic Google account(s) from mail.app and Internet Accounts
• Remove any stored credentials for the impacted Google account(s) from Keychain Access.
• Add the account back (as a new account) via Internet Accounts or mail.app (via add Google account), but only select Mail, NOT Contacts, Calendars or Notes. (only connecting to Mail for the initial auth appears to make a difference for some reason)
• Complete the new account authentication process as you normally would.
• At this point, mail.app and Internet Accounts were able to successfully authenticate and connect to Google mail.
• (optional) Enable access to Contacts, Calendars and Notes as needed in Internet Accounts.

I too had this problem and tried everything. Finally I I opened Keychain on my Mac and searched for all google logins and deleted everything. Then I went to the mail app and added my gmail account. This time the verification through safari worked and I was back up and running.

After battling this issue for two weeks I finally spoke with a Sr. Apple advisor that could help. I have the most current OS 10.14.5. This is what we did:

Open spotlight; go to keychain application; bottom left hand side, make sure that "All items" is highlighted. In upper right hand corner "search" for any Google/Gmail related logs linked to your mail account ie: "youraccount@gmail.com". Highlight all the items related to your search and delete them. Restart Mac and retry account again. It worked for me.

Mind you, I have spent hours on the phone with other techs and this took less than 10 minutes including restart time. All has been working perfectly since.

I hope this helps. Have a great day!

This took us a total of 10 minutes including restart time.

Yes, Everything_is_Apple is correct. Thanks for the tip. I no longer have gmail password loops.

It took 2 minutes. I went to Keychain application in spotlight + searched gmail + selected login + selected Passwords+ deleted only the following items:

com.apple.account.Google.oauth-expiry-date

com.apple.account.Google.oauth-token

Reactivate the online button in Mail for your gmail accounts. No need to enter passwords no need to restart. Voila!

I have the answer... here is what I did and got it to work.

1.- remove the keys and certificates from the keystore (under Launchpad/Other/KeyChain Access), search for google and remove them all

2.- remove the two step verification with my cellphone... (Google Security under accounts) not sure if needed, but i wanted it to be straight forward

3.- Removed the Google account under the (System Preferences/Internet Account) on the Mac

4.- Removed access to MacOS (Google account/Security/Third-party apps with account access)

5.- Reboot, just to be clean...

6.- go to System Preferences/Internet Account/ add google account.

That seemed to have worked for me after sooooooo many weeks of trying, i am in..!

please let me know if this helps you.

***Note: you will lose all of your saved keychain passwords. Make sure you have them available elsewhere.

1. Open Keychain Access, which is in the Utilities folder within the Applications folder.
2. From the Keychain Access menu, choose Preferences.
3. Click General, then click Reset My Default Keychain.
4. Authenticate with your account login password.
5. Quit Keychain Access then Restart your computer.

This worked for me as well, finally i can have my gmail account back on apple mail. Resetting the keychain and adding it as an 'Other' email account not specifically a gmail account did the trick. I did have to allow less secure apps on my gmail account which you can find in the google control panel.

I had this exact problem. Called Apple Support after not finding a solution here. Many things were checked and postulated but in the end they suggested I boot in Safe boot. This "repaired the directory" and fixed the problem. I'm not exactly sure how that fixes this, but it did. Try Safe boot and sign in again. The Google authentication works and then exit safe boot. Still working.

What worked for me was going into Keychain Access program and deleting all the authorization tokens from Google and gmail. Do a search on the top right for "gmail" and then remove all the tokens and even the account passwords.

After that I did one more cycle on Internet Accounts and everything started working again.

For me the issue cropped up as I had to restore a backup and that included older items in the keychain Library folder, that came from my old computer.

Have you tried the manual IMAP set up? It works a treat. Just need to generate an app specific password server side and your G-Suite email accounts will work. Good temporary measure until fix is released.

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.

I had the same message this morning, but I got the google accounts registered. Here is how I did it:

• In the "Mail" program go to "Mail/Accounts..."
• Click on the respective Google account (if you have multiple accounts you will have to do that for each one).
• A browser window opened. Provide your log-in information (username & password).
• A permission page appears > Accept.
• Instantly I got an e-mail alert, saying that I had a new sign-in.

After these steps for all of my google accounts I was able to download all of my e-mails.

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.

I tried the following workaround. It only fixes e-mail access, it is ugly, but it is working (for me at least). I

deleted my google account from the accounts list and added it back as generic IMAP account with imap.gmail.com and smtp.gmail.com as incoming and outgoing servers, respectively. No problems with authentication and my gmail account is functional gain.

I have the exact same issue described by everyone here: two gmail accounts, regular gmail has authenticated fine, Gsuite not, staying on an infinite loop since updating to 10.14.4. I have solved this by creating app specific password in the web settings of my google account. I know this is not ideal. because you get access only to mail and notes, but it is a temporary workaround. For me it work fine.