Authentication Failed error when sending email notifications via Google

When using a Google based email account to send email notifications in PaperCut NG & MF, you may run into the following error message:

Error sending email: Authentication failed; nested exception is javax.mail.AuthenticationFailedException: 534-5.7.14 
Please log in via your web browser and 534-5.7.14 then try again

The recommended, and most secure way, to correct this problem would be to enable 2-Step Verification on your Google Account and create an App Password.

To enable 2-Step Verification on the Google Account:

  1. Go to your Google My Account settings
  2. Click “Sign-in & Security”
  3. Under “Signing in to Google”, click “2-Step Verification” and follow the steps outlined by Google.

An App password is a 16-digit passcode that gives an app or device permission to access your Google Account. More information about App Passwords can be found here:

Security Concern

If you cannot enable 2-Step Verification and create an App Password, then you could create a siloed email address with a super long, super secure password, that is only used for email notifications in with PaperCut NG & MF.

Turn on Allow less secure apps

The quick and easy (and not so secure) fix would be to turn on “Allow less secure apps” in your Google Account settings.

  1. Go to your Google My Account settings
  2. Click “Sign-in & Security”
  3. Toggle “Allow less secure apps:” OFF → ON

You can find more information about the “Allow less secure apps” setting here:

Categories: Troubleshooting Articles, Authentication, Notifications

Keywords: email, Google