Thanks for the suggestion, but swapping the port generated the same error. Also, I have a separate pure ruby script that uses Net::SMTP to send via the third party server without any issues.
Below is the full trace if that helps. Net::SMTPServerBusy in UserController#new_password 428 4.0.0 Your account is using SSL - either disable it in your email client or enable it at http://control.authsmtp.com /usr/lib/ruby/1.8/net/smtp.rb:930:in `check_response' /usr/lib/ruby/1.8/net/smtp.rb:899:in `getok' /usr/lib/ruby/1.8/net/smtp.rb:828:in `mailfrom' /usr/lib/ruby/1.8/net/smtp.rb:653:in `sendmail' /usr/lib/ruby/gems/1.8/gems/actionmailer-2.2.2/lib/action_mailer/base.rb:673:in `perform_delivery_smtp' /usr/lib/ruby/1.8/net/smtp.rb:526:in `start' /usr/lib/ruby/gems/1.8/gems/actionmailer-2.2.2/lib/action_mailer/base.rb:671:in `perform_delivery_smtp' /usr/lib/ruby/gems/1.8/gems/actionmailer-2.2.2/lib/action_mailer/base.rb:526:in `__send__' /usr/lib/ruby/gems/1.8/gems/actionmailer-2.2.2/lib/action_mailer/base.rb:526:in `deliver!' /usr/lib/ruby/gems/1.8/gems/actionmailer-2.2.2/lib/action_mailer/base.rb:426:in `deliver' app/controllers/user_controller.rb:424:in `new_password' /usr/lib/ruby/gems/1.8/gems/actionpack-2.2.2/lib/action_controller/base.rb:1253:in `send' /usr/lib/ruby/gems/1.8/gems/actionpack-2.2.2/lib/action_controller/base.rb:1253:in `perform_action_without_filters' /usr/lib/ruby/gems/1.8/gems/actionpack-2.2.2/lib/action_controller/filters.rb:617:in `call_filters' /usr/lib/ruby/gems/1.8/gems/actionpack-2.2.2/lib/action_controller/filters.rb:610:in `perform_action_without_benchmark' /usr/lib/ruby/gems/1.8/gems/actionpack-2.2.2/lib/action_controller/benchmarking.rb:68:in `perform_action_without_rescue' /usr/lib/ruby/1.8/benchmark.rb:293:in `measure' /usr/lib/ruby/gems/1.8/gems/actionpack-2.2.2/lib/action_controller/benchmarking.rb:68:in `perform_action_without_rescue' /usr/lib/ruby/gems/1.8/gems/actionpack-2.2.2/lib/action_controller/rescue.rb:136:in `perform_action_without_caching' /usr/lib/ruby/gems/1.8/gems/actionpack-2.2.2/lib/action_controller/caching/sql_cache.rb:13:in `passenger_orig_perform_action' /usr/lib/ruby/gems/1.8/gems/activerecord-2.2.2/lib/active_record/connection_adapters/abstract/query_cache.rb:34:in `cache' /usr/lib/ruby/gems/1.8/gems/activerecord-2.2.2/lib/active_record/query_cache.rb:8:in `cache' /usr/lib/ruby/gems/1.8/gems/actionpack-2.2.2/lib/action_controller/caching/sql_cache.rb:12:in `passenger_orig_perform_action' /usr/lib/ruby/gems/1.8/gems/passenger-2.2.4/lib/phusion_passenger/railz/request_handler.rb:64:in `perform_action' /usr/lib/ruby/gems/1.8/gems/actionpack-2.2.2/lib/action_controller/base.rb:524:in `send' /usr/lib/ruby/gems/1.8/gems/actionpack-2.2.2/lib/action_controller/base.rb:524:in `process_without_filters' /usr/lib/ruby/gems/1.8/gems/actionpack-2.2.2/lib/action_controller/filters.rb:606:in `process_without_session_management_support' /usr/lib/ruby/gems/1.8/gems/actionpack-2.2.2/lib/action_controller/session_management.rb:134:in `process' /usr/lib/ruby/gems/1.8/gems/actionpack-2.2.2/lib/action_controller/base.rb:392:in `process' /usr/lib/ruby/gems/1.8/gems/actionpack-2.2.2/lib/action_controller/dispatcher.rb:183:in `handle_request' /usr/lib/ruby/gems/1.8/gems/actionpack-2.2.2/lib/action_controller/dispatcher.rb:110:in `dispatch_unlocked' /usr/lib/ruby/gems/1.8/gems/actionpack-2.2.2/lib/action_controller/dispatcher.rb:123:in `dispatch' /usr/lib/ruby/gems/1.8/gems/actionpack-2.2.2/lib/action_controller/dispatcher.rb:122:in `synchronize' /usr/lib/ruby/gems/1.8/gems/actionpack-2.2.2/lib/action_controller/dispatcher.rb:122:in `dispatch' /usr/lib/ruby/gems/1.8/gems/actionpack-2.2.2/lib/action_controller/dispatcher.rb:132:in `dispatch_cgi' /usr/lib/ruby/gems/1.8/gems/actionpack-2.2.2/lib/action_controller/dispatcher.rb:39:in `dispatch' /usr/lib/ruby/gems/1.8/gems/passenger-2.2.4/lib/phusion_passenger/railz/request_handler.rb:49:in `process_request' /usr/lib/ruby/gems/1.8/gems/passenger-2.2.4/lib/phusion_passenger/abstract_request_handler.rb:206:in `main_loop' /usr/lib/ruby/gems/1.8/gems/passenger-2.2.4/lib/phusion_passenger/railz/application_spawner.rb:376:in `start_request_handler' /usr/lib/ruby/gems/1.8/gems/passenger-2.2.4/lib/phusion_passenger/railz/application_spawner.rb:334:in `handle_spawn_application' /usr/lib/ruby/gems/1.8/gems/passenger-2.2.4/lib/phusion_passenger/utils.rb:182:in `safe_fork' /usr/lib/ruby/gems/1.8/gems/passenger-2.2.4/lib/phusion_passenger/railz/application_spawner.rb:332:in `handle_spawn_application' /usr/lib/ruby/gems/1.8/gems/passenger-2.2.4/lib/phusion_passenger/abstract_server.rb:351:in `__send__' /usr/lib/ruby/gems/1.8/gems/passenger-2.2.4/lib/phusion_passenger/abstract_server.rb:351:in `main_loop' /usr/lib/ruby/gems/1.8/gems/passenger-2.2.4/lib/phusion_passenger/abstract_server.rb:195:in `start_synchronously' /usr/lib/ruby/gems/1.8/gems/passenger-2.2.4/lib/phusion_passenger/abstract_server.rb:162:in `start' /usr/lib/ruby/gems/1.8/gems/passenger-2.2.4/lib/phusion_passenger/railz/application_spawner.rb:213:in `start' /usr/lib/ruby/gems/1.8/gems/passenger-2.2.4/lib/phusion_passenger/spawn_manager.rb:261:in `spawn_rails_application' /usr/lib/ruby/gems/1.8/gems/passenger-2.2.4/lib/phusion_passenger/abstract_server_collection.rb:126:in `lookup_or_add' /usr/lib/ruby/gems/1.8/gems/passenger-2.2.4/lib/phusion_passenger/spawn_manager.rb:255:in `spawn_rails_application' /usr/lib/ruby/gems/1.8/gems/passenger-2.2.4/lib/phusion_passenger/abstract_server_collection.rb:80:in `synchronize' /usr/lib/ruby/gems/1.8/gems/passenger-2.2.4/lib/phusion_passenger/abstract_server_collection.rb:79:in `synchronize' /usr/lib/ruby/gems/1.8/gems/passenger-2.2.4/lib/phusion_passenger/spawn_manager.rb:254:in `spawn_rails_application' /usr/lib/ruby/gems/1.8/gems/passenger-2.2.4/lib/phusion_passenger/spawn_manager.rb:153:in `spawn_application' /usr/lib/ruby/gems/1.8/gems/passenger-2.2.4/lib/phusion_passenger/spawn_manager.rb:286:in `handle_spawn_application' /usr/lib/ruby/gems/1.8/gems/passenger-2.2.4/lib/phusion_passenger/abstract_server.rb:351:in `__send__' /usr/lib/ruby/gems/1.8/gems/passenger-2.2.4/lib/phusion_passenger/abstract_server.rb:351:in `main_loop' /usr/lib/ruby/gems/1.8/gems/passenger-2.2.4/lib/phusion_passenger/abstract_server.rb:195:in `start_synchronously' /usr/lib/ruby/gems/1.8/gems/passenger-2.2.4/bin/passenger-spawn-server:61 On Thu, Mar 4, 2010 at 2:38 PM, Charles A. Lopez <[email protected]> wrote: > > try port 25 instead of 2525. > > On 4 March 2010 15:02, Miah Petersen <[email protected]> wrote: >> >> It occurred to me that maybe seeing the initialization code might help you >> help me, so here it is >> >> ActionMailer::Base.smtp_settings = { >> :address => "mail.thirdpartydomain.com", >> :domain => "www.mydmain.com", >> :port => 2525, >> :authentication => :login, >> :user_name => "username", >> :password => "password" >> } >> ActionMailer::Base.delivery_method = :smtp >> ActionMailer::Base.raise_delivery_errors = true >> ActionMailer::Base.default_charset = "utf-8" >> ActionMailer::Base.perform_deliveries = true >> ActionMailer::Base.default_content_type ="text/html" >> >> On Wed, Mar 3, 2010 at 1:35 PM, miah <[email protected]> wrote: >>> >>> Hello everyone, >>> I'm trying to use ActionMailer to send out emails via a third party >>> SMTP service. On my development box (running ruby 1.8.6) everything >>> works without a hitch. On the production server(ruby 1.8.7) it fails >>> because the ActionMailer is trying to use SSL. So any suggestions as >>> to how to stop this? >>> >>> I've tried adding: >>> ActionMailer::Base.smtp_settings[:enable_starttls_auto] = false to >>> both the environments file, and the actual ActionMailer intializer. >>> And I've also tried commenting out the check in the ActionMailer base >>> code, but neither worked. >>> >>> Any ideas? >>> Thanks! >>> Miah Petersen >>> >>> -- >>> You received this message because you are subscribed to the Google Groups >>> "Ruby on Rails: Talk" group. >>> To post to this group, send email to [email protected]. >>> To unsubscribe from this group, send email to >>> [email protected]. >>> For more options, visit this group at >>> http://groups.google.com/group/rubyonrails-talk?hl=en. >>> >> >> -- >> You received this message because you are subscribed to the Google Groups >> "Ruby on Rails: Talk" group. >> To post to this group, send email to [email protected]. >> To unsubscribe from this group, send email to >> [email protected]. >> For more options, visit this group at >> http://groups.google.com/group/rubyonrails-talk?hl=en. > > > > -- > Charles A. Lopez > [email protected] > > What's your vision for your organization? > What's your biggest challenge? > > Let's talk. > (IBM Partner) > > > -- > You received this message because you are subscribed to the Google Groups > "Ruby on Rails: Talk" group. > To post to this group, send email to [email protected]. > To unsubscribe from this group, send email to > [email protected]. > For more options, visit this group at > http://groups.google.com/group/rubyonrails-talk?hl=en. -- You received this message because you are subscribed to the Google Groups "Ruby on Rails: Talk" group. To post to this group, send email to [email protected]. To unsubscribe from this group, send email to [email protected]. For more options, visit this group at http://groups.google.com/group/rubyonrails-talk?hl=en.

