Hey Brian,
I've got a similar issue, though mine seems to be the inverse of yours. I can ping hosts from PFSense, but PFSense is refusing to send logs over the tunnel, and I can only ping in one direction, not the other. When I ping an internal host from my data center, it tries to be sent out the WAN hole instead of going across the Tunnel.
Do you have any bright ideas on this, seeing as you managed to figure your issue out?
My thread is here - http://forum.pfsense.org/index.php/topic,55900.0.html