Hi pc44,
Thank you for the kind reply. My provider does not support BYOD so I am pretty much on my own here. I understand that of all possible errors I landed on a particularly ambiguous one, which is not unlike the infamous HTTP 500 error. Could be anything really. I'm not getting my hopes up, but still willing to experiment a little.
I tested the Obi with two other providers: Localphone and Sipme (an Israeli provider). With Sipme I could dial numbers in local format, so I assume that the issue is not caused by the default Digitmaps, even though I have yet to localize them.
Suppose I wanted to delve deeper into the logs, is there a debug console I could look at? I didn't see one in the web interface. I understand Wireshark might also come in handy. I have basic experience with it but am not sure how to set it up to listen on Obi<->server communication.