The pop-up variable inspector seems to use a timeout (probably a good idea) when instantiating the proxy, whereas the autos window either does not or has a longer timeout.
In my case I noticed this when I had a proxy that required a database access to complete. The popup variable inspector timed out while waiting for the proxy to construct itself and fell back to the actual type. The proxy works fine in the autos window.
Interrestingly the popup inspector ignores the other debug attributes on the actual type if it falls back to displaying that type.