FWIW, I'm running a Sonicwall TZ170 on this particular connection. All in all, it's more than a tad irritating. I've run HLDS behind a firewall in the past and never experienced this issue and I can't believe Valve would be so shortsighted as to design the server/trackers such that they do not work for servers behind a NAT/PAT configuration. The firewall performs stateful packet inspection but it's configured to route the ports as a public server. Maybe packet size? Could be packets are fragmenting as they pass-through/leave the firewall.
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