Hi Chris,
I looked through the instructions in the link you provided. Are you sure you are supposed to be registering the OBI with your SPA-941? Unless I am misunderstanding the instructions (which I could be), inbound and outbound calling is performed without device registration.
On the OBI, it appears as though you need to have,
ProxyServer: 192.168.1.199
ProxyServerPort: 5063
RegistrarServer: [blank]
X_RegisterEnable: Disabled
After configuring that, test your outbound calls, and check the OBI System Status again.
Let us know what happens,
pc44