Can't Connect to Email via iPhone/Outlook, Webmail Works Fine

I

iPwsite

Verified User
Joined
May 9, 2020
Messages
27
Hi DirectAdmin Community,

I'm having trouble setting up my email account (webmaster@REDACTED) on iPhone Mail and Outlook (desktop/mobile), though webmail at https://redacted/roundcube works perfectly with the same credentials. I'm using DirectAdmin with the default mail setup (Dovecot/Exim, I believe). Hoping someone can point me in the right direction!

Details:​

  • Email: webmaster@REDACTED
  • Webmail: Works fine (Roundcube via HTTPS)
  • Server Settings(from DirectAdmin's Outlook config):
    • IMAP/POP Server: mail.REDACTED (IMAP port 993, POP 995, SSL/TLS)
    • SMTP Server: mail.REDACTED (port 587, STARTTLS)
    • Username: Full email (webmaster@REDACTED)
    • Password: Correct (verified via webmail)
  • Issue: Both iPhone Mail and Outlook fail to connect (incoming or outgoing). I get errors like "Cannot connect to server" or "Authentication failed" (exact message varies).
  • Tried:
    • Re-adding accounts with SSL/TLS for IMAP (993) and SMTP (587).
    • Verified username/password are correct.
    • Ensured ports 993, 995, 587 are open (tested with telnet mail.REDACTED 587).
    • Checked MX records (points to mail.REDACTED).
    • No quota issues in DirectAdmin's Email Accounts.
  • Server: Running DirectAdmin (latest version, I think—how do I confirm?). I use Comodo SSL for REDACTED but not mail.REDACTED. do i have to buy additional SSL for mail.REDACTED?
  • Logs: I checked /var/log/maillog but didn't see clear errors (happy to share specific lines if needed).

Questions:​

  1. Could this be an SSL/TLS mismatch? Webmail uses HTTPS, but maybe apps are stricter?
  2. Are there specific DirectAdmin settings (e.g., Dovecot/Exim config) I should check in CustomBuild or elsewhere?
  3. Has anyone run into iPhone/Outlook rejecting mail.REDACTED despite webmail working?
  4. Any debugging tips (e.g., specific log commands or DirectAdmin tools)?
Any help or pointers would be greatly appreciated! Let me know if you need more details, like mail log snippets or my DirectAdmin version.

Thanks,
 
Last edited by a moderator:
Hello,

Are you really trying to get help here? I hope you don't try to advertise your sites here, we remove SPAM posts without a hesitation. Usually users who post here hide their domain names, you add your domains in every post. You even posted email addresses as if you're not afraid of incoming SPAM. Anyway I see your mail.DOMAIN is an alias to another service, and I believe you know it:

Bash: 
$ host mail.cheaXXXXXXXals.com
mail.cheaXXXXXXXals.com is an alias for pop.secuXXXXXXer.net.
pop.secuXXXXXXer.net is an alias for pop.vox.secuXXXXXXer.net.
pop.vox.secuXXXXXXer.net is an alias for pop.eu-central.vox.secuXXXXXXer.net.
pop.eu-central.vox.secuXXXXXXer.net has address 92.204.80.24

And the other service where the POP is handled is not managed by DirectAdmin:

Bash: 
[root@server ~]# telnet pop.secuXXXXXXer.net 110
Trying 92.204.80.24...
Connected to pop.secuXXXXXXer.net.
Escape character is '^]'.
+OK Fenix ready.
^]
telnet> Connection closed.
[root@server ~]#


and they do not offer 587 port (unlike DirectAdmin):

Bash: 
# nmap 92.204.80.24

Starting Nmap 6.40 ( http://nmap.org ) at 2025-09-30 10:54 +07
Nmap scan report for 92.204.80.24
Host is up (0.014s latency).
Not shown: 993 filtered ports
PORT      STATE SERVICE
110/tcp   open  pop3
143/tcp   open  imap
264/tcp   open  bgmp
993/tcp   open  imaps
995/tcp   open  pop3s
32782/tcp open  unknown
50006/tcp open  unknown

Nmap done: 1 IP address (1 host up) scanned in 28.21 seconds


iPwsite said:
https://cheaxxxxxxxals.com/roundcube works perfectly with the same credentials
Click to expand...

I masked the domain in the quote. Probably you are in a process of a migration to another server, but don't find RoundCube by the offered link. Where do you host DirectAdmin and RoundCube? May you provide a real link to your server or it's IP?
 
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