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    I was able to get this working by using almost exactly the same commands on the SSLH server, but in my case, the default route on the internal web server didn't go over the sslh server, so what I did was run this on it: iptables -t mangle -N SSLH; iptables -t mangle -A OUTPUT -o eth0 -p tcp -m tcp --sport 4443 -j SSLH; iptables -t mangle -A SSLH -j MARK --set-mark 0x1; iptables -t mangle -A SSLH -j ACCEPT; ip rule add fwmark 0x1 lookup 100; ip route add default via [SSLH_IP] table 100. Where [SSLH_IP] is the lan IP of the sslh server. This seems to work good. Commented Oct 25, 2017 at 17:00