Quoting "Lyle Giese" <[email protected]>:

on the computer you are trying to initiate the ssh session from, telnet
<hostname>.  Do you get the correct ip adress?  If so, it not a DNS
problem.(I would normally advise using dig for troubleshooting dns
issues, but I don't know the OS of your computer to know if it already
has dig installed)

I'm using Debian Linux as a desktop. When I ask the local system to resolve the hostname to IP it gives the correct result. I can ping the IP successfully as well. It's definitely not my laptop because I'm responding from a Windows computer and an SSH session yielded the exact same problem.

Double check your rules and make sure you are not redirecting outbound
port 22 traffic within pfSense back to your internal server.

As mentioned, I have the automatic outbound rules for NAT enabled. Maybe this is the culprit? Anybody ever have bad rules automatically created by pfsense perhaps?


Lyle



Cheers,
Phil


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