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
>>>
>>> --
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>>
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>
>
>
> --
> Charles A. Lopez
> [email protected]
>
> What's your vision for your organization?
> What's your biggest challenge?
>
> Let's talk.
> (IBM Partner)
>
>
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