Can't get emails
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One reason mail might not be getting in would be because there was a rule on your firewall which prevented POP3 or IMAP from being allowed in.
You mean allowed out?
That would make the MUA complain.
The thing is that I do not know if it's sending. But I'm guessing a giant "Cannot connect to server" would pop up if that were the case.
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Considering you blacked out anything useful, it's impossible to tell.
Email clients make OUTBOUND connections. The pertinent firewall rules are on LAN, not WAN. But like I have said at least three times, if it was a problem connecting to the server the email client would be complaining.
This is a non-problem. He needs to call his email provider and ask where his mail is.
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Your screenshot has blacked out not just the IP addresses but the source/target ports, so it's not really much hlep.
Ok, now that we've established that your roommate's mail server is hosted outside your LAN, you should forget about port forwarding any protocols inbound. Your out-of-the-box outbound NAT/rules should allow your roommate to connect to his mail server without your having to muck about with inbound NAT rules.
You can try this test: From a command prompt (any machine in your LAN will do), type 'telent aaa.bbb.ccc.ddd 110', where 'aaa.bbb.ccc.ddd' is the IP address of your roommate's mail server. If you get a 'Connected' message that means your LAN can connect to the remote server successfully via POP3. Likewise with the other ports for SMTP (port 25) and IMAP (port 143). If you don't get a 'Connected' message this may mean there's a problem with the mail server. Unless you have a rule specifically blocking access to these ports then it's unlikely to be the firewall.
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Your screenshot has blacked out not just the IP addresses but the source/target ports, so it's not really much hlep.
Ok, now that we've established that your roommate's mail server is hosted outside your LAN, you should forget about port forwarding any protocols inbound. Your out-of-the-box outbound NAT/rules should allow your roommate to connect to his mail server without your having to muck about with inbound NAT rules.
You can try this test: From a command prompt (any machine in your LAN will do), type 'telent aaa.bbb.ccc.ddd 110', where 'aaa.bbb.ccc.ddd' is the IP address of your roommate's mail server. If you get a 'Connected' message that means your LAN can connect to the remote server successfully via POP3. Likewise with the other ports for SMTP (port 25) and IMAP (port 143). If you don't get a 'Connected' message this may mean there's a problem with the mail server. Unless you have a rule specifically blocking access to these ports then it's unlikely to be the firewall.
Might be worth showing us your firewall rules, for that matter.
The ports are 61109, which I know is not POP3, but I filtered the search to port 110.
As for rules, there are no firewall rules for the WAN.
Either way, thank you. I will ping the server tomorrow and see if it gets me anything.
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Web server?
I think you're looking at your local network when the problem lies elsewhere.
I'm more specifically looking at the PFsense box as a whole. What could the router do to prevent email from getting in. If it's not the problem, then it's not my problem.
Hey ,
I guess your friend has configured Offline client(outlook , windows live etc) on LAN PC .
In order to diagnose first you have to SSH into Pfsense and from Terminal do to a Telnet to MX of mailserver on Port 995 or 110 (this is configured on offline client) , are you able to do it?