When I try to start up Wing Commander (the first one; I haven't tried 2), it opens DOSBox, and tells me that it's loading. I get to the "Loading Wing Commander... // Expanded memory detected." bit, and then... nothing. I've tried leaving it alone for a while to load, but nothing happens. I don't think it should take this long, and I suspect that it may not really be loading.
Help?

I think I heard that it just takes a long-ass time to finish loading after "Expanded Memory Detected."

Nah it shouldn't take any time at all, it's what jolob said. You either have to run with admin or through the configuration tool (which runs with admin on by default I think).

Running as admin did the trick. Now if only GoG could get The Secret Missions added...