I've been trying to configure our Vigor 2850n to initiate an IPsec VPN connected, across the internet, to a pfSense 2.0.3 firewall and have been driving myself crazy for days now.

Surely I can't be the only person out here that's tried that, right? I've searched everywhere and haven't found a 1) "You do this on the pfSense box", and 2) "You do this on the 2850n".

Any ideas?

What I do know now is the problem is definitely with the DrayTek 2850n setup, since I can actually initiate an IPsec tunnel (through the DrayTek's firewall) and phSense listens and responds.

But, the 2850n's sysLogs say "Dialing Node1 (IPsec): xxx.xxx.xxx.xxx" but it never appears in pfSense's sysLogs to show they're trying to establish a handshake.

Odd thing is, I set up a PPTP VPN on the DrayTek, tell it to dial the same listening pfSense remote box and all the PPTP handshaking starts happening between the two. Just not the IPsec packets.

Grrrrr.