PC (office) (VPN "server" software, open firewall port)
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Smoothwall (open firewall port)
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Cradlepoint (I think this goes here, also, not sure how it meshes with the rest)
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+- INTERNET!!!
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DynDNS
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CableModem or DSL Modem (should not have to worry about ports here)
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PC(Home) (VPN "client" software, Open Firewall Ports)