Maybe the disk cycled down, and the server timed out on fetching cover/content. I've had this happen where data has been on a USB drive, and the drive took a long while to spin up after going into power save standby. I had to run Keep Alive on the drive to stop it happening. Might have been an image or music library program - but wasn't calibre server.
Problem went away when I moved everything to WD Caviar Black's in a couple of USB 3.0 disk docks.
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