Mac Mail App Broken for Some Gmail Users in macOS Mojave 10.14.4 - MacRumors
Skip to Content

Mac Mail App Broken for Some Gmail Users in macOS Mojave 10.14.4

by

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

99 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)
supremedesigner Avatar
99 months ago
That’s not a bug. That’s a feature.
Score: 11 Votes (Like | Disagree)
coolsean20 Avatar
99 months ago
I have a fix! Use iCloud mail :)
Score: 8 Votes (Like | Disagree)
TMRJIJ Avatar
99 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)
dspdoc Avatar
99 months ago
I have a Fix. Use ProtonMail.
I have an idea. Why don’t people stop telling others to use mail service ‘x’ in defense of Apple’s blooper. It’s getting really pathetic always seeing people defend Apple when they screw up. How does this help make them a better company if they aren’t being held accountable? Workarounds do nothing but weaken an already splintered company.
Score: 4 Votes (Like | Disagree)
99 months ago
Having been in technology all my life - bugs happen as much as we'd like them not to - all things are changing all the time. My issue is if this was discovered during Beta why wasn't it fixed before production. That is what Beta testing is about - having a large population testing a large variety of combinations, etc.
I have a few other issues like a game I play not working but it's last update was in 2012 so I probably should be surprised it was working this long. Apple should require that if something is still on the App store that the developers test during Beta and certify works or it gets pulled from store.
[doublepost=1553775847][/doublepost]
Never thought I'd say this, but Microsoft is looking better and better these days'. They now seem to be the more stable of the bunch.
Run windows 10 machines also and I'd never make that claim. It is no better than it ever has been
Score: 4 Votes (Like | Disagree)

Popular Stories

Apple TV 4K HomeView HomePod Mini tweaked

New Apple TV 4K, HomeView, and HomePod Mini: 16 Details Just Leaked

Sunday October 11, 2026 12:56 pm PDT by
Just two days before Apple's "Welcome home" experience in New York, Bloomberg's Mark Gurman has leaked several details about the new products set to be unveiled, including an all-new smart home hub, a HomePod mini 2, and a new Apple TV 4K. Here is an all-in-one summary of the details shared by Gurman:Apple's home hub with a touch-enabled display will be named HomeView, seemingly confirming a ...
Apple HomeView lineup feature1

Apple Announces 'HomeView' Smart Home Hub

Tuesday October 13, 2026 6:00 am PDT by
Apple today announced the "HomeView," an all-new kind of smart home hub featuring a 7-inch Liquid Retina display and Siri AI. Apple's senior vice president of Worldwide Marketing Greg Joswiak said: Apple HomeView is designed to be shared by everyone in the home yet feel completely personal to each user. It recognizes your face to shift from a household screen to your own experience,...
Apple TV 4K 4th Generation feature4

New Apple TV 4K Announced With A19 Chip, Updated Siri Remote, More

Tuesday October 13, 2026 6:08 am PDT by
Apple today announced the fourth-generation Apple TV 4K, with key features including an A19 chip, Siri AI support, an updated Siri Remote that has Find My support with Precision Finding, built in far-field microphones, support for surround sound with four HomePods in front and rear pairs, and more. The A19 chip in the new Apple TV 4K delivers up to 50% faster CPU performance and up to twice...
Latest Stories
Apple's HomeView Repair Fees Revealed
Apple's HomeView Repair Fees Revealed
10 hours ago
Everything Apple Still Has Coming in October
Everything Apple Still Has Coming in October
11 hours ago
Welcome Home: Everything Apple Announced on October 13
Welcome Home: Everything Apple Announced on October 13
12 hours ago
Will the Full-Sized HomePod Get Siri AI? Apple's Website Offers a Clue
Will the Full-Sized HomePod Get Siri AI? Apple's Website Offers a Clue
13 hours ago
Apple Releases Third Public Betas of iOS 27.2 and macOS Golden Gate 27.2
Apple Releases Third Public Betas of iOS 27.2 and macOS Golden Gate 27.2
13 hours ago
iOS 27.2 Adds New Apple Music Icon
iOS 27.2 Adds New Apple Music Icon
13 hours ago
HomePod Mini 2 Works as Default Speaker With Select Macs
HomePod Mini 2 Works as Default Speaker With Select Macs
14 hours ago
Elevation Lab Pulls AirTag Silencer After Stalking Concerns
Elevation Lab Pulls AirTag Silencer After Stalking Concerns
14 hours ago
iOS 27.2 Beta 4 Removes New Health App
iOS 27.2 Beta 4 Removes New Health App
14 hours ago
iPhone Duo Will Have Day-One iOS 27.1 Update
iPhone Duo Will Have Day-One iOS 27.1 Update
15 hours ago
Where to Pre-Order Apple's New HomeView, HomePod Mini 2, and Apple TV 4K
Where to Pre-Order Apple's New HomeView, HomePod Mini 2, and Apple TV 4K
15 hours ago
Apple Releases New AirPods Beta Firmware
Apple Releases New AirPods Beta Firmware
16 hours ago
Apple Seeds Fourth macOS Golden Gate 27.2 Beta to Developers
Apple Seeds Fourth macOS Golden Gate 27.2 Beta to Developers
16 hours ago
Apple Releases Fourth iOS 27.2 Beta
Apple Releases Fourth iOS 27.2 Beta
16 hours ago
Apple Releases Fourth watchOS 27.2 and visionOS 27.2 Betas
Apple Releases Fourth watchOS 27.2 and visionOS 27.2 Betas
17 hours ago
Anker and Jackery Offer Prime Day Encore Discounts on Power Stations
Anker and Jackery Offer Prime Day Encore Discounts on Power Stations
17 hours ago
New Apple TV 4K and Siri Remote Have These 14 New Features
New Apple TV 4K and Siri Remote Have These 14 New Features
17 hours ago
HomeView Runs Third-Party Apps From Your iPhone or iPad
HomeView Runs Third-Party Apps From Your iPhone or iPad
18 hours ago
RIP, homeOS
RIP, homeOS
18 hours ago
New Apple TV 4K Supports Surround Sound via Four HomePods
New Apple TV 4K Supports Surround Sound via Four HomePods
18 hours ago
Apple Says HomePod Mini 2 Won't Support Siri AI Right Away
Apple Says HomePod Mini 2 Won't Support Siri AI Right Away
19 hours ago
HomeView Can Dim to Apple's Lowest-Ever Display Brightness
HomeView Can Dim to Apple's Lowest-Ever Display Brightness
19 hours ago
New Apple TV 4K Adds Far-Field Microphones for Hands-Free Siri
New Apple TV 4K Adds Far-Field Microphones for Hands-Free Siri
19 hours ago
Apple Details HomeView's Audio Hardware
Apple Details HomeView's Audio Hardware
19 hours ago
Apple Shares Videos for HomeView, Apple TV 4K, and HomePod Mini 2
Apple Shares Videos for HomeView, Apple TV 4K, and HomePod Mini 2
19 hours ago
HomeView Comes in Four Colors, but Wall-Mounted Model Gets Just Two
HomeView Comes in Four Colors, but Wall-Mounted Model Gets Just Two
19 hours ago
Older Apple TV 4K Models to Gain Apple Intelligence and Siri AI Support
Older Apple TV 4K Models to Gain Apple Intelligence and Siri AI Support
20 hours ago
HomeView Brings Guided Recipes and Hands-Free Timers to the Kitchen
HomeView Brings Guided Recipes and Hands-Free Timers to the Kitchen
20 hours ago
New Siri Remote is $59 and Compatible With These Apple TV Models
New Siri Remote is $59 and Compatible With These Apple TV Models
20 hours ago
HomeView's Wall Model: Pay More, Get Less Speaker
HomeView's Wall Model: Pay More, Get Less Speaker
20 hours ago