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Old 29th July 2011
BSDfan666 BSDfan666 is offline
Real Name: N/A, this is the interweb.
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Join Date: Apr 2008
Location: Ontario, Canada
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Have you looked at the pflog with tcpdump? are ssh packets getting blocked? is sshd listening on the private address? you could confirm this using nc(1) or by using fstat(8)/netstat(8).

If DNS is not properly configured on your network that can cause a noticeable delay connecting to SSH.. a solution to this is setting UseDNS to no in sshd_config(5), I believe this may be the case as your pf rules don't indicate you pass in remote ssh connections.

So, at this point all I can give is conjecture.. please let us know how it works out.
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