So i have EE sending SMTP mail via a remote server which was all working fine in EE 2.5.5 but now i have upgraded to 2.7.3 it's not having it at all!

The error i get is:

An Error Was Encountered Unable to send email at this time.

220 brightmail.redacted.local ESMTP Symantec Messaging Gateway 

hello: 250-brightmail.redacted.local says EHLO to
250-SIZE 15728640
Failed to send AUTH LOGIN command. Error: 500 5.5.2 unrecognized command 
Unable to send email using PHP SMTP. Your server might not be configured to send mail using this method.

I have got this stuff already configured:

$config['email_newline']    = "\r\n";
$config['email_crlf']       = "\r\n";

And nothing else i try has any effect.

Any help would be grand!

  • have you tried sending it through a different server? Anything in the mailserver error logs?
    – foamcow
    Apr 27 '14 at 19:03
  • I have to send via this SMTP, i cannot use another otherwise i'd be all over it! Apr 27 '14 at 19:10
  • Try sending it through Mandrill via SMTP
    – foamcow
    Apr 27 '14 at 20:43
  • Sorry, i meant i have to use this companies SMTP! Apr 27 '14 at 22:12
  • Yeah but just as a test. To see if the problem is EE or the mailserver you are trying to use.
    – foamcow
    Apr 28 '14 at 7:50

Instead of using SMTP with EE, I'd recommend using Escort (http://devot-ee.com/add-ons/escort) with a third-party 'transactional' email service like Mandrill (http://mandrill.com). We've also had issues with SMTP and PHP mail in EE (particularly Gmail deliverability), which the third-party system solved. Escort is super-easy to set up, and you get the benefits of the third-party system (better deliverability, batch sending, reporting, etc.).

Someone else may be able to specifically address your issues with SMTP, but I still think it's worth considering the third-party route.

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