Thanks for posting this. I'm seeing the same issue with the MultiInfo Track Info display, where the image changes to the "red x" rather than to the next album's art. I had not yet noticed any pattern to the issue -- I'll have to see if I can notice any connection between the problem and having the "Image" window open as you describe. That certainly sounds like a "logical" connection.
My problem with this is that even though I see this issue happen quite often, I can never seem to "make" it happen. If I load a song and jump to a point near the end manually, the next art always seems to load. It's only when I simply let the system play that I notice the "red x" appear.
On a related note, I also use the MultiInfo Track Info display, but the layout you show in your pictures is not one that's available to me. Did you customize it, or is there a new version of MultiInfo, or ?
Thanks,
Larry