From the menu bar, go to Apple > System Preferences… > Software Update.This issue first arose with macOS 10.14.4 and has continued sporadically since with later macOS updates.Īnd although Apple made no mention of the Mail and Gmail problems, newer update appear to resolve these types of problems for most! So please update your macOS, if possible! Update your Mac to the latest software: Update your Mac to the next software update We’ve outlined them below, but you can also read our full troubleshooting guide for Gmail problems further down in the post. Google requires completing authentication in Safari This message gets more than a little frustrating after the 100th time you see it.Īlthough this proved to be a difficult error to fix, a few users have found some clever workarounds for it. Google seems to accept the password and authentication, but then Apple Mail gives the same prompt again. This bug created a login authentication loop between Mac’s Apple Mail and Gmail.Īpple Mail prompts users to log in and authenticate their account using Safari. One of Apple’s latest software releases brought with it a frustrating bug for Apple Mail and Gmail users. Problems with Apple Mail and Gmail authentication in macOS Update to the latest macOS update, especially if you’re running macOS version 10.14.4. How to fix macOS Mail issues after upgrading to two-factor authentication.Mail not working after macOS Mojave upgrade, how to fix. Add Gmail manually using “Other Mail Account” in Apple Mail.Enable access for “less secure apps” in your Google account.Turn off two-step authentication for your Google account.Remove Gmail from Keychain and enter your password manually.Remove Gmail from your Mac, then add it again.Deactivate Gmail on your Mac, then activate it again.Check you can sign in on the Gmail website.Whatever is causing the issue for you, we’ve got the fix for it below! Quick Tips Use these quick tips - explained in more detail below - to resolve most problems with Apple Mail and Gmail: But there’s also a surge of new users getting the issue due to a bug in Apple’s release of macOS 10.14.4. Plenty of users experience “generic” Apple Mail authentication errors all the time. So, what exactly is going on here? Well…it could be one of two things. Google requires completing authentication in Safari After you do it, Apple Mail asks again and you’re stuck in an endless login authentication loop.Įnter the password for the account “(null)” Apple Mail keeps asking you to log in and authenticate your Google account using Safari. Ask any of the 2000+ other users who discussed the problem in this Apple thread.Įveryone has been experiencing the same problem. But recently there have been a lot more problems than usual as Gmail keeps failing to authenticate in Apple Mail.Īnd I’m not the only one this has happened to. It isn’t news to say they don’t always place nicely together. Google and Apple: Two titans of technology that come together to serve up my emails.
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