mailappiconApple earlier this week released macOS Mojave 10.14.4, which has had the unfortunate side effect of rendering the Mail app unusable for some who use Gmail services for their email addresses.

After installing the macOS 10.14.4 update and opening the Mail app, Gmail users are asked to authenticate their email addresses using a Google web login form.

Unfortunately, the authentication process does not stick, and shortly after authenticating, the Mail app asks for authentication once again or refuses to work, listing all Gmail accounts as offline.

There are threads on the Apple support forums and the MacRumors forums from users who are experiencing this issue, and we here at MacRumors have also run into the problem firsthand. MacRumors reader dwfaust describes the bug:

I updated to Mojave 10.14.4 yesterday and all seemed good. This morning I woke up to most (5 of 7) Gmail accounts "offline" and prompting for login credentials "in Safari".

I went through the process of entering email addresses and passwords, and the accounts are still offline.
Whenever I try to take them online, I get prompted for the logins again, but they won't come back online.

Rebooted twice, but no go.

Some users have had success setting up their email accounts using IMAP as a workaround. Those who have contacted Apple support have been told that a fix is in the works, so the bug could be addressed in the near future.

Top Rated Comments

supremedesigner Avatar
76 months ago
That’s not a bug. That’s a feature.
Score: 11 Votes (Like | Disagree)
Gannet Avatar
76 months ago
[edit] Google has now fixed the issue so the following workaround is no longer necessary.

i'd definitely be interested, i sometimes use charles.
Okay, so I've tried to make this as easy as possible. We're going to use Charles to rewrite a response from google to include the email address which is for some reason missing in google's own response. This is a one time setup only needed for verification.
[LIST=1]
* Download, install and run Charles ('https://www.charlesproxy.com/download/latest-release/').
* If this is your first time using Charles it should prompt you to authorize automatic proxy configuration. Do this. (Otherwise just make sure the macOS proxy is enabled and working)
* From the Help menu choose SSL Proxying > Install Charles Root Certificate.
* Once the certificate is installed, find it in your keychain (type Charles into the search), open it, expand the Trust section and set to Always Trust. You will be prompted for your password when closing it.
* Back in Charles, from the Proxy menu choose SSL Proxying Settings.
* Add a new location with Host: people.googleapis.com.
* From the Tools menu choose Rewrite and click the Add button.
* Add a new location with Host: people.googleapis.com.
* Add a new action with the following details...

* Type: Body
* Where: Response
* Replace Value: {"names":[{"metadata":{"primary":true},"displayName":"Your Name"}],"emailAddresses":[{"value":"your@email"}]}
* (Make sure you put in your name and email address)

* Once you save this, we're all set. Go to your system Internet Accounts or (Mail) and authorize your account.
* If everything thing is working, you can quit Charles and feel free to delete the certificate from Keychain.
Score: 11 Votes (Like | Disagree)
coolsean20 Avatar
76 months ago
I have a fix! Use iCloud mail :)
Score: 8 Votes (Like | Disagree)
TMRJIJ Avatar
76 months ago
Eh, it’s whatever. I’m not worried. Haven’t kept anything of importance in my gmail account in a while, just annoying subscriptions.
Score: 6 Votes (Like | Disagree)
Analog Kid Avatar
76 months ago
I would have expected an update from Apple by now. Surely this is an easy fix. Do they think users can just wait days because Gmail is accessible other ways?
There's no such thing as an easy fix. This is probably broken because someone thought something else was easy to fix and this broke as a result.

Any patch needs to be QA'd, and that will take a cycle or two. I just wish there was a better way for Apple to get the word out to people that there are known issues to be aware of so people didn't update and get hit with this in the mean time.

Thanks to MR for posting it. [s]At least I know I'm not crazy.[/s] At least this can't be taken as further evidence that I'm crazy.
Score: 4 Votes (Like | Disagree)
JcAzcanio Avatar
76 months ago
We use GSuite on the company and a this sucks
Score: 4 Votes (Like | Disagree)

Popular Stories

iOS 18

Apple Expected to Release iOS 18.3 Next Week With These New Features

Thursday January 23, 2025 6:41 am PST by
iOS 18.3 should be released to the public next week, following beta testing since mid-December. While the software update is a relatively minor one, it still includes a handful of new features, changes, and bug fixes for iPhones. Below, we recap everything new in iOS 18.3. Notification Summary Changes Examples of inaccurate Apple Intelligence notification summaries Apple Intelligence...
iOS 18

5 New Things Your iPhone Can Do in iOS 18.3

Friday January 24, 2025 1:55 am PST by
Apple is set to release iOS 18.3 next week, bringing further refinements to Apple Intelligence features, a couple of neat new capabilities to iPhone 15 Pro and iPhone 16 devices, and bug fixes. While not quite as packed with new features as Apple's preceding iOS 18 point releases, iOS 18.3 still introduces capabilities that aim to make your iPhone smarter and more intuitive. Below, we've...
Generic iOS 18

iOS 18.4 Beta Coming Soon With These New Features for Your iPhone

Friday January 24, 2025 8:16 am PST by
iOS 18.3 is expected to be widely released next week, and that means the first iOS 18.4 beta for iPhones should be just around the corner. Apple has previously implied that iOS 18.4 will be released in April, as that is when it promised to make Apple Intelligence available in even more languages. Below, we outline what to expect from iOS 18.4 so far. Apple Intelligence for Siri Siri ...
Apple Pay Walmart Feature

Walmart Stands Firm on Why It Doesn't Accept Apple Pay in the U.S.

Thursday January 23, 2025 7:32 am PST by
Walmart still does not accept Apple Pay or other NFC payments at its more than 4,600 stores across the U.S., and it stood firm on its reasoning for that today. A spokesperson for Walmart today informed MacRumors that its position on contactless payments has not changed since we last reached out about the matter in 2022. The big-box retailer said it remains focused on its own convenient...
apple tv 4k new orange

New Apple TV Launching This Year With These New Features

Wednesday January 22, 2025 6:01 pm PST by
A new Apple TV is expected to be released later this year. In this article, we recap rumored features and changes for the device. The next Apple TV will be equipped with Apple's own combined Wi-Fi and Bluetooth chip, according to Bloomberg's Mark Gurman. He said the chip supports Wi-Fi 6E, which would be an upgrade over the current Apple TV's standard Wi-Fi 6 support. Wi-Fi 6E extends the...
iOS 18

Here Are Apple's Full Release Notes for iOS 18.3

Tuesday January 21, 2025 4:31 pm PST by
Apple provided developers and public beta testers with the release candidate version of iOS 18.3 today, and with it comes release notes confirming what's new. While we knew about several of the features that are in the update, there are some lesser known tweaks and bug fixes. The update adds new Visual Intelligence features for iPhone 16 models, it tweaks Notification summaries on all...
iPhone 17 Pro Dual Tone Horizontal Single Feature

Kuo: iPhone 17 Models Won't Have Smaller Dynamic Island

Friday January 24, 2025 9:09 am PST by
The upcoming iPhone 17 models that Apple plans to release this year will not feature a smaller Dynamic Island, Apple analyst Ming-Chi Kuo said today. On social media, he said that he is expecting the size of the Dynamic Island to remain "largely unchanged" across the iPhone 17 lineup. His statement is contrary to prior rumors that we've heard about planned changes for the iPhone 17 models. ...
iPhone 16 Apple Store Levels

Gurman: Apple Stores Receiving 'Merchandise' Updates Next Week

Saturday January 25, 2025 5:07 pm PST by
Apple's retail stores will be rolling out "merchandise/floor marketing updates" next week, according to Bloomberg's Mark Gurman. Gurman did not explicitly say if the store updates are related to any upcoming product announcements, but he did mention that next week is around the time that Apple rolls out its annual Black Unity watch band for the Apple Watch. In each of the past four years, ...
apple power beats pro 2

Apple's First Product Announcement of 2025 is Imminent

Thursday January 23, 2025 2:48 pm PST by
It's also time for Apple's first product announcement of the year. Last year, Apple said it would be launching Powerbeats Pro 2 in 2025, and the wireless earbuds are expected to launch very soon. Powerbeats Pro 2 images found in iOS 18 code In his Power On newsletter last weekend, Bloomberg's Mark Gurman said the Powerbeats Pro 2 are "due imminently." In addition to Apple filing the...