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It is a MTU issue, this iptable rule(on gateway box) make it work: iptables -A FORWARD -p tcp -m tcp --tcp-flags SYN,RST SYN -j TCPMSS --clamp-mss-to-pmtu


Openswan or Libreswan to Cisco works fine. I use it as a hub a spoke arrangment, the Cisco is the hub, the linux and Digi routers are the spokes. I use GRE tunnels inside the IPsec, works great. On the Cisco end some tips: You do NOT need an ACL to define interesting traffic on the hub, You need a route map to stop the traffic int eh tunnels form being ...

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