Afterlogic cannot send emails

[Cumpal]

@nebulon I tried ticking the SSL checkbox but i got the same error, and yes i moved my mail server to mail.domain.com instead of my.domain.com

Also tried running a SMTP test and all seems okay.

Starting SMTP test of: mail.x.x
0.00s
Resolved IP address to: 80.xxx.x.x:587
Connection: opening to 80.xxx.x.x:587, timeout=15
Connection: opened
0.37s
< 220 mail.x.x ESMTP Haraka/2.8.27 ready
1.88s
SMTP connection established
> EHLO example.com
< 250-mail.x.x Hello example.com [XX.XX.XX.XX]Haraka is at your service.
250-PIPELINING
250-8BITMIME
250-SMTPUTF8
250-SIZE 26214400
250 STARTTLS
2.88s
Connection: closed

[murgero]

@cumpal Depending on your firewall, you may need to use the internal name of the mail server docker (just called mail) as the the IMAP/SMTP host with port 2525. I had to do something like this with Nextcloud cause my firewall doesn't allow looped traffic:

SMTP: mail:2525
IMAP mail:993

As another note, looking at your screenshot 587 is NOT SSL but normally STARTTLS. 465 is usually SSL. Might want to try that too. I am not 100% sure if Cloudron also has 465 open

[Cumpal]

@murgero I tried 465 with SSL, no luck, 2525 with or without SSL and no luck.
I added 2525 to the cloudron firewall whitelist but that didin't help either.

[murgero]

@cumpal If you are using the internal name, you would:

Server name: mail
Port: 2525

You do not need to whitelist this as the traffic never leaves the cloudron server.

[Cumpal]

@murgero Where do i put that?

[murgero]

@cumpal Instead of mail.domain.com just use mail in imap / smtp server.

[Cumpal]

@murgero Wouldn't that connect to nowhere tho?

[murgero]

@cumpal mail is the internal name for the cloudron mail server. It will go there.

[Cumpal]

@murgero Afterlogic is hosted on a another server outside of my cloudron mailserver, so i believe that wouldn't work

[girish]

@cumpal Your settings look correct to me. The SSL checkbox must be checked for IMAP and be unchecked for 587. Port 587 uses opportunistic TLS/STARTTLS and does not use SSL immediately. But each mail client behaves differently and one has to dig deeper to understand what exactly this SSL checkbox means.

I see that Afterlogic has many products, so I am not sure what the correct docs to look at are. If it is https://afterlogic.com/docs/webmail-lite-8/configuring-webmail/advanced-configuration, then we have to somehow set this PreferStarttls flag.

[girish]

FWIW, I test the mailserver with http://samples.afterlogic.com/asp-net-samples/set_smtp.aspx and it connects (do not put real username/password on that page!).

[Cumpal]

@girish I am using Afterlogic WebMail Lite 8, and the test you gave me, it successfully connected to it.

Also checked the PreferStarttls flag and it was already set as true

[girish]

@cumpal So, the next step to debug this would be to check the Cloudron mail server logs when afterlogic tries to connect. Also, does afterlogic itself have any detailed logs on why it cannot connect? Is it a network error or something SMTP error or auth error?

[murgero]

@cumpal My apologies, I thought this was in a LAMP app on cloudron.

[Cumpal]

Mystery solved; The server i was hosting Afterlogic on turns out is just too slow. Checking the logs it would always time out, which is 15 seconds.
I ran Afterlogic on a much faster server and now it sends emails just fine.
Thanks all for your efforts to help me, it was much appreciated.