Redmine

Try this:

production:
  delivery_method: :smtp
  smtp_settings:
    tls:true
    enable_starttls_auto: true
    address: "smtp.gmail.com" 
    port: "587" 
    domain: "smtp.gmail.com" 
    authentication: :plain
    user_name: "email@gmail.com" 
    password: "password" 

Mind the quotes, enable_starttls_auto: true, authentication: :plain and the removed email_delivery:

-Brian

Tried that, restarted the app pool, still didnt work. Its almost like I'm missing an extra config somewhere.

What version of redmine do you use?

I stuggled with this for weeks, till I upgraded to the latest redmine 2.2.0. All I had to do was change my configuration.yml. I removed all lines I didn't need. So only the lines above were present.

It's 2.1.2.stable. I can take everything out of that config and try it again.

Let us know if it worked or not.

"Email notifications" tab of administration -> settings is still disabled.

What files do you have in the config directory?

additional_environment.rb.example
application.rb
boot.rb
configuration.yml.example
database.yml
database.yml.example
environment.rb
preinitializer.rb
routes.rb
settings.yml