Mojave 10.14.4 fails to Authenticate Gmail account

Addition - On my Mac that's at home, it prompted me to update my password which I did, after having changed it earlier this morning thinking this was the problem and it isn't and now my laptop and phone are out of commission for email. At hom I just entered the updated password and it's fine. It seems that when deleting and re-adding which is the usual fix, makes it worse.

Someone mentioned private browsing windows. FWIW, the window that pops up in Safari that is used to authenticate is automatically set as a Private Browsing window.

I thought I was on to something when I turned off content blocking for accounts.google.com but that didn't seem to make a difference. Just more info.

So I just took a look at the Developer Forums about this issue and it looks like this has been an issue from Beta one on 10.4.4.

Whith this information I have a feeling like this is going to take time to get resolved.

Correct this may be a age issue. Old Accounts are having issues. I have multipls Free accounts. The original ones are having an issue but the newer ones (Also Grandfathered Free) are not.

SInce other apps are able to authenticate without issue It sounds like Apple and Google need to talk to get the exact issue on where the authentication is failing.

I tried on a Mac that is running 10.14.3. I can add G suite account there, and it works just fine. But when the credentials are synced to a Mac running 10.14.4 by iCloud, I'm sent to the infinite loop of put in the password on the 10.14.4 mac.

Wow Apple, shame on you.

Worrying about Hollywood you are leaving the house un attended and keep making mistakes. Loosing the mojo definetelly.

Nothing works, it is a mess. @gmail.com accounts work fine for me.

Problem is with @company.com accounts that use gmail service.

Don't waste time, nothing you can do, unless you are happy with the workarounds email proposes, which work in part, but are not definite solutions. This is u to apple to resolve.

It's perfectly valid to be frustrated about this issue, but this has NOTHING TO DO with whether or not Apple is making tv shows. Those two Sony guys? They don't know how to write email clients or handle oauth or do anything related to email other than fire one off to Reese Witherspoon and Big Bird to see if they're available for a project or two.

Apple has always had bugs in their software, like everyone else, and they always will. My first personally owned computer was a 128k Mac way back in 1984. I can attest that every Mac OS version and every Apple application has had bugs and issues.

I am with you, an Apple enthusiast and also probably your age. My first MAC I got in 1985. I also had a long career on TV, making big shows, and can tell you it is related. This is not just a bug, but a release that was rushed to coincide with he + launches. The bug has been there since the Beta version, so no reason to release. Tim Cooks is Hollywood struck, seduced, seen it over and over. This is not the only missed step of late. We can go on for hours. The point is that there is no solution to the bug unless it comes from Apple, maybe tomorrow, maybe a week. Who knows if the even recognize it. But I understand position, I am a loyalist too.

After 2+ hours on the phone with senior Apple tech, here’s a work-around that worked for me:

1. Open Keychain and search for gmail

2. Delete any entries related to your failed email address

3. Search for Google

4. Delete any entries related to your failed email account

5. Close Keychain and Apple mail if it is open and restart your machine

6. Go to System Preferences, Internet Accounts and delete your failed email account (-)

7. Add a new account (+) only do NOT select Google, choose Add Other Account, then @ Mail Account

8. Enter your name, email address of your Gmail account, and the password for your Gmail account

9. For incoming Hostname enter map.gmail.com, for Outgoing Server enter smtp.gmail.com

10. That should generate a proper account in your accounts list

11. Close preferences, rsetart again and open Mail

Hopefully that solves your problem, it did mine.

Longer term will require a fix by Apple

On Mar 27, 2019, at 2:13 PM, Apple Support Communities <discussions-updates@email.apple.com> wrote:

Apple Support CommunitiesScott Willsey has posted in the macOS Mojave community.Mojave 10.14.4 fails to Authenticate Gmail accountIt's perfectly valid to be frustrated about this issue, but this has NOTHING TO DO with whether or not Apple is making tv shows. Those two Sony guys? They don't know how to write email clients or handle oauth or do anything related to email other than fire one off to Reese Witherspoon and Big Bird to see if they're available for a project or two.

Apple has always had bugs in their software, like everyone else, and they always will. My first personally owned computer was a 128k Mac way back in 1984. I can attest that every Mac OS version and every Apple application has had bugs and issues.

To post a reply, go to the discussion in Communities.You are receiving this email from Communities. You can change your email preferences in your Communities Profile. Please expect a slight delay in visibility of points awarded.TM and copyright © 2019 Apple Inc. One Apple Park Way, Cupertino, CA 95014.All Rights Reserved | Privacy Policy | Terms of Use | Apple SupportThis message was sent to you from an email address that does not accept incoming messages.

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There is correlation whether you want to acknowledge it or not. Apple doesn't have unlimited resources, no matter the Infinite Loop references. The focus shifted from products to services, and so did the staff. With staff shortages in both iOS and MacOS divisions, work was spread out; people can't work 24 hour shifts, so things like this are bound to happen. Devices and software have taken a back seat to services; that is the current reality, and this bug is the fruit of that bleak reality.

The least they can do is not include the change in authentication process in the public release version of 10.14.4. This regression has being reported during the beta testing, so they knew about it. The choice to ship it anyways is just ineptitude.

Similar issue for me too, but with something different. I have two free Gmail account, the oldest without dot and the newest with dot. On the request of authentication of the newest, all ok. Then, with the oldest... no loop, it became a copy of the newest but without the dot and it doesn’t work. I tried to delete all the account and to readd them, but the result is the same.

The oldest account is the most important for me, I use it also for calendar and contacts, so I don’t want to use the imap solution.

For now, it’s all fine on iPhone with iOS 12.2.

Saluti dall’Italia.

I've just chatted with Apple support and was told that they are working on a fix. No indication though how long it will take. What a major **** up from Apple, especially as it didn't work in the beta versions.

It's getting more and more media coverage which hopefully helps to speed things up. Fingers crossed....

Yeh this workaround works. I didn't need to do all the keychain stuff or reboot machine.

Just manually add email account using app specific password server side with Google and emails work for now with G Suite accounts.

imap.gmail.com btw ;-)

I have the same issue on two of my MacBook Pro computers after updating so I could use Apple News+. My iPhone and iPad were working until I tried to change my password in two different gmail accounts to see if the helped, and now they don't work either and I can not enter the new passwords into the account settings on iOS, so the issue also effects iOS in some cases. I have installed the iOS gmail app for now so I can see what emails I am getting. On my Mac's I am limited to web mail now.