Redmine

Here is part of my config:

# default configuration options for all environments
default:
  # Outgoing emails configuration (see examples above)
  email_delivery:
    delivery_method: :smtp
    smtp_settings:
      address: smtp.gmail.com
      port: 587
      domain: smtp.gmail.com
      authentication: :plain
      user_name: "test@example.com" 
      password: *******
      enable_starttls_auto: true

It is working, I've only changed username and password. Looks like the auth method should be plain instead of login.