No - not at all - good conversation going on here - and I would like to know how the image paths are being handled differently by the two different ASP.Net host apps.

If you can re-direct your IDE to use the NON-CASSINI SERVICE - and the IMAGE work - then you have a solution that is viable and reasonable.

Leaving open the question as to why the "ASP.NET DEVELOPMENT SERVER" is doing it different.

Do the images work if the IDE launches to a different service you have on your machine?