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How to Fix: Apple Mail Not Working with Gmail IMAP

Official Tech Support

Are you frustrated enough opening because Mac Mail login Failed Gmail?

Opening Gmail in Mail app of Apple’s operating system is fairly commonplace for deriving frustration. It is the result of another Google spanner who don’t use so-called “modern security standards”. According to Google, some devices or apps are easier to break into, restricting their access helps to keep your account safe.

Several people are experiencing this issue with Gmail accounts in Mail app or Mac. It seems after installing macOS 10.14.4 and launching the app users were asked to authenticate their email addresses.

macOS 10.14.4 has brought a number of pleasant features to Mojave. Apple News+, Automatic dark Mode Switching in Safari, and many other features user can enjoy. But the update also leaves Gmail users in a big frustration.

Let’s see what kind of apple mail Gmail not working after macOS update.

Gmail Users Are Out in the Aggravation with Mail Bug

“Google requires completing authentication in Safari” reads the message for most of the users who use Gmail in Mail app.

This issue has been reported by an increasing number of macOS users. It didn’t affect any third-party email apps on macOS. There is no workaround for now and even 2-step authentication does nothing.

But, is it like all the Gmail users of Mac Mail login Failed Gmail?

Head to the next section to know.

Affected Gmail Account Offline on mac Mail

Most of the users write the same thing after macOS 10.14.4 update. Weirdly, it seems not all Gmail accounts on the macOS have been affected. Users who are experiencing this issue are able to login to other Gmail accounts.

There is no word or fix from Apple for the same as of now. But, opening Gmail on mac is the only option for you, you might need to avoid 10.14.4 for now. If you’ve already updated, try logging-in through a third-party app.

But, why apple mail Gmail not working?

Google blocking sign-in attempts because it believes that this may pose a risk to your account security. So, unless you would like to get notified by Google on a daily basis that their login attempts have been blocked, you may need to permission to the less secure apps to your account.

However, for the fixes of authentication on macOS we can try some methods until it is fixed from Apple.

Methods to Fix Mac Mail Login Failed Gmail

If your Apple Mail Gmail not working IPhone below-mentioned methods can work as the great fixes for Gmail app for mac.

Method #1: Gmail Account Security Setting

You can do this just by heading over to your Google account setting and clicking sign-in and security.

From here, you’ll need to scroll down all the way down to “Allow Less Secure Apps”. Turn this access on and you’re all set. You won’t get any infuriating emails and notifications.

If you’ve got 2-step verification turned on and the option to allow less secure apps access to your account is unavailable, your account is more than secure.

You’re facing “password incorrect” issues after giving access to less secure apps?

Method #2: New Location or Device

There is a high chance you’re signing-in either from a new location or device. Sometimes the version of your Mail app doesn’t support 2-step verification.

Google knows that someone will try to access your account. To protect any sign-ins from new location or device will require additional information before access is granted. If the Mail app keeps telling you that your password is incorrect, get the temporary access to your account. Once it’s activated, get back to your Mail and try to sign-in again.

Method #3: Set Up Account Using IMAP

You can set up your account using IMAP. This process will delete your old messages and will no longer be available on your mac. However, you can recover your mails from Google’s servers and you can access your mails via gmail.com website.

If this doesn’t work try to “Add Other Account” option and add smpt/imap info manually:

Method #4: Quit Mail App

  1. Quit Mail App
  2. Open Keychain (Applications > Utilities or Spotlight Keychain)
  3. Search: google.oa
  4. Delete Keychains for the account you’re having trouble accessing
  5. Go to https://accounts.google.com
  6. Sign-in with your problematic account
  7. Click on Security
  8. Find the “Third-party apps with account access” setting and click “manage third-party access”
  9. Click macOS to revoke its access
  10. Sign out from Google account
  11. On Mac, go to System Preferences > internet accounts and re-authenticate your account
  12. Open your mail and try again

Method #5: Download a Proxy App

  1. Download and install Charles (a proxy app)
  2. Authorize automatic proxy, if asked
  3. In Charles go to the Help menu and then choose SSL Proxying > install Charles root certificate
  4. Keychain access gets open. Find the “Charles Proxy” (type Charles to search)
  5. Double click on it
  6. Expand the trust section and set to “Always Trust”
  7. Close the window, enter your password if asked
  8. In Charles, choose SSL Proxying setting
  9. Add a new location with Host: people.googleapis.com
  10. Go to the tools menu and then choose rewrite and click Add
  11. Add a new location with Host: people.googleapis.com
  12. Add a new section

Type: Body

Where: Response

Replace Value: {“names”:[{“metadata”:{“primary”:true},”displayName”:”Your Name”}],”emailAddresses”:[{“value”:”your@email”}]}

The Bottom Line: Mac Mail Login Failed Gmail

If your Gmail not syncing with apple mail above-mentioned methods will work for you. You can now login to your Gmail in Mail app even if you’re battling for this. We have tried and tested these methods. Try these methods if you’re really looking for the solution.

If the above-mentioned methods work for you, do let us know. Sometimes you want to Restore mac to factory Setting to solve other problems. If you’ve some other better method to fix this issue mention them in our comment section.