Sendgrid / email sending issues in Ruby on Rails (hosted on Heroku)

Question

im having a problem getting sendgrid to send emails successfully on a rails 3.1 app that's using authlogic for authentication and is being deployed on heroku. i have the following action mailer configuration on config/environments/[development.rb and production.rb]:

config.action_mailer.delivery_method = :smtp
config.action_mailer.default_url_options = { :host => 'localhost:3000' }
config.action_mailer.default_charset = "utf-8"
config.action_mailer.raise_delivery_errors = true
config.action_mailer.perform_deliveries = true
config.action_mailer.smtp_settings = {
  :address => 'smtp.sendgrid.net',
  :port => 587,
  :domain => ENV['SENDGRID_DOMAIN'],
  :user_name =>  ENV['SENDGRID_USERNAME'],
  :password => ENV['SENDGRID_PASSWORD'],
  :authentication => 'plain',
  :enable_starttls_auto => true
}

for production.rb, the above code is the same except for

    config.action_mailer.default_url_options = { :host => [app name in heroku] }

when i run it development mode, i get the following error reported:

    Completed 500 Internal Server Error in 21740ms
    Net::SMTPFatalError (550 Cannot receive from specified address notification@[app-domain]: Unauthenticated senders not allowed
):

i now dont really know how to set it up to get it working. does anyone with some prior experience on setting up sendgrid on heroku and rails know what's going on?

thank you so much. you guys are the best!!!

Answer 1

I spent half a freakin' day on this and finally got mine working now. Quite frustrated as it was due to a poor documentation error. I'm running Rails 3.1 and Cedar stack on Heroku by the way.

So http://devcenter.heroku.com/articles/sendgrid will tell you to put your SMTP settings stuff in config/initializers/mail.rb. BUT... on http://docs.sendgrid.com/documentation/get-started/integrate/examples/rails-example-using-smtp/ it says to put all your SMTP settings stuff in config/environment.rb instead of config/initializers/mail.rb

So the solution is to put that in your environment.rb file. This is how my environment.rb looks:

# Load the rails application
require File.expand_path('../application', __FILE__)

# Initialize the rails application
Freelanceful::Application.initialize!

# Configuration for using SendGrid on Heroku
ActionMailer::Base.delivery_method = :smtp
ActionMailer::Base.smtp_settings = {
  :user_name => "yourSendGridusernameyougetfromheroku",
  :password => "yourSendGridpasswordyougetfromheroku",
  :domain => "staging.freelanceful.com",
  :address => "smtp.sendgrid.net",
  :port => 587,
  :authentication => :plain,
  :enable_starttls_auto => true
}

To get your SendGrid username and password, type

$ heroku config -long

Hope that helps.. and more people in the future of this headache.