bigcat

Noted. I was under the impression that you mean SSL on port 465 wouldn't work with Blesta Indeed it is. I spend some time yesterday to trace back my steps. I'm using WHM/cPanel by the way. I'm happy to say that I've managed to solve my issue. Solution During WHM/cPanel installation. I enabled SMTP restriction as security measure. What this setting does is, it will redirect all connection attempt from PHP to remote SMTP, to internal SMTP. Disabling this fixed it for me. Thank you everyone for the tips and pointer!

No. As I already said. Gmail SMTP on port 465 works, and Mailgun/Mandrill suppose to work over port 465. SSL over port 465 is definitely not old fashioned, so I don't know where you're going with this.

All domain and DNS already verified, and tested to be working properly using cURL from same server. My provider block port 587 & 25. So I have no option but to use SSL on port 465. And it works when I tested using Gmail SMTP. It doesn't when I try using different SMTP provider. I've checked my SMTP provider log but didn't see any auth fail, so I think Blesta email doesn't even leave the server. I suspect its PHP or problematic Blesta installation, but that doesn't explain why Gmail SMTP is working. Any other idea?

Yes, telneting port works and sending email through cURL-SMTP is working. I was thinking there might be some problem in PHP or Blesta that I don't know of.

Hi everyone, I'm having a problem with Blesta SMTP setting whereby it failed and unable to send the email. But to add to the confusion, Blesta email works if I use Gmail SMTP. 'Sent' = Gmail SMTP Green box = Mandrill Orange box = Mailgun Red box = error message (similar message for Mandrill too) All tested using port 465. Based on error message I'm inclined to say that its due to port blocking or SMTP authentication problem. However I've tested the exact same SMTP credential using cURL in the same server and its working. Meaning port blocking or firewall is not the problem. Telnet to all on port 465 works too. If its any help, here's the header of the email that I send from my Blesta server using cURL (Mailgun) Delivered-To: mnt@waulabs.com Received-SPF: Pass (zoho.com: domain of bounce@waulabs.com designates 184.173.153.222 as permitted sender ) client-ip: 184.173.153.222 Return-Path: <bounce+8c20ba.0f6aca-mnt=waulabs.com@waulabs.com> Received: from mail-s94.mailgun.info (mail-s94.mailgun.info [184.173.153.222]) by mx.zohomail.com with SMTP id 1427516233730315.8639965471958; Fri, 27 Mar 2015 21:17:13 -0700 (PDT) Received: by luna.mailgun.net with HTTP; Sat, 28 Mar 2015 04:17:12 +0000 DKIM-Signature: a=rsa-sha256; v=1; c=relaxed/relaxed; d=waulabs.com; q=dns/txt; s=smtp; t=1427516232; h=Sender: Date: Content-Transfer-Encoding: Message-Id: To: From: Subject: Content-Type: Mime-Version; bh=Sf9HpqFHc9DdbAjbpJi2xCYR0vhjeXD3NpqhT4c+mBk=; b=BUI/TbzBaKXLpBZx0k7+dEMlfsusnXMLDS9C3oeUa7SilX8oD/LF4ZnnR6GNqRODmlu4/36Y mSa5GlmKpvK1oomXfjApSLyd3VA5V1lX5+HplAXhDDIxrr3YxJ0Z6Mlfu9rXco+9VqCoDZ2K 1SHASbyUmTa8CSQ7jvbp1G7vYuY= DomainKey-Signature: a=rsa-sha1; c=nofws; d=waulabs.com; s=smtp; q=dns; h=Mime-Version: Content-Type: Subject: From: To: Message-Id: Content-Transfer-Encoding: Date: Sender; b=oS5FkxVPte+SOi+zSvGF/L/KGr8ddOBIK69dqiO6Felx/zw7j5phdStlF+Ws9k37Aw2JO9 rA4VekyoIhxNyjRstC27pIBLQBfodkne+xrkMiMWYmAmal/7Sjw/V2VkSG/5IKzuuEhCHsCW pMfqjE7VQpq1oASEKV/RhHvLRkNrU= Mime-Version: 1.0 Content-Type: text/plain; charset="ascii" Subject: Hello Mohamad From: Mailgun Sandbox <postmaster@waulabs.com> To: Mohamad <mnt@waulabs.com> Message-Id: <20150328041712.7119.70427@waulabs.com> Content-Transfer-Encoding: 7bit X-Mailgun-Sid: WyI2YTcwYyIsICJtbnRAd2F1bGFicy5jb20iLCAiMGY2YWNhIl0= Date: Sat, 28 Mar 2015 04:17:12 +0000 Sender: postmaster@waulabs.com X-ZohoMail: SS_1 SFPD SFPP UW2468 UB2468 PIS_SCB SF_SIP_5 COSF ODL SGR3_1_19035_45 X-ZohoMail-Owner: <20150328041712.7119.70427@waulabs.com>+zmo_0_<bounce+8c20ba.0f6aca-mnt=waulabs.com@waulabs.com> X-ZohoMail-Sender: 184.173.153.222 X-Zoho-Virus-Status: 2 I've also contacted Mandrill & Mailgun for help, and still waiting for their reply. In the meantime please advise and share your though on this By the way this is fresh Blesta installation from scratch(not migration). I also have root access to the server.