Email – How to Configure Magento to BCC an Email on Every Order

Oh that is a tough one. From what I can see you have two options.

1. Create your own version of the sendNewOrderEmail function so that you do the same stuff and generate the email but just send it to a different address.
2. Work with the $copyTo = $this->_getEmails(self::XML_PATH_UPDATE_EMAIL_COPY_TO);, I know you already have your event and I am not 100% sure what you need but you could change this function,

It might not be ideal but if you rewrite the Mage_Sales_Model_Order you could then check in the _getEmails if your conditions meet then you send a copy to where ever you need to, otherwise you continue with the normal sales order. Even as I write this I am not convinced if this is such a good idea, but I cannot see another "easy" way to hock into this without duplicating a lot of code when generating the email.

One final not is that the event you have selected checkout_onepage_controller_success_action is specific to the onepage checkout so if you create an order via the admin or multiple shipping checkout then your code would not be hit, sadly this has caught me out before :(

Check the settings in System > Configuration > Sales Emails for both Orders and Order Comments, makes sure Enabled is set to Yes.

If it's already set to Yes then then the issue is probably somewhere in the code, possibly a third-party extension. Check your var/log and var/report folders.

EDIT

If you are on Magento 1.9.1.0 make sure cron job is running. Look in core_email_queue table. If there are entries in the table and customers/admin are not getting any emails it means cron job is not running.

More details here.