Click here to jump to the section about enabling “less secure apps.”ģ.Click here to jump to the section about disabling two-step authentication.We’ve detailed how to do each of these things in our general troubleshooting tips below: Disable two-step authentication and enable “less secure apps”Ī solution proposed by many users - but not effective for all of them - is to disable two-step authentication within Google and enable “less secure apps.” Who would’ve thought Apple Mail qualified as a less secure app!? Make sure you download and install any updates that are available. Download and install any updates it finds.Wait for your Mac to check for new software updates.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.Quick Tips Use these quick tips - explained in more detail below - to resolve most problems with Apple Mail and Gmail: 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 Don’t let Mail check for new messages too often.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
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