The machine I'm using for this test, is also a stand-alone Server (no Client) but I run Media Server because I have TV recordings scheduled so it has to run Media Server when MC is closed.
Most interesting... I too have TV schedules set up all over the place but they only record when MC is loaded. I do have the computer on 7 days a week (with MC running) except from 11 PM to about 7 AM which in my area is mostly duplicates of shows that have already been recorded so I really don't want them.
It looks to me like there is a flaw in Media Server that effects users that have Media Server turned on but don't really have a client. This flaw is as follows...
1: With "Start Playing Current Playlist" checked, the playlist will not play upon MC re-start when Media Server is checked.
2: Cover Art WILL re-load upon MC startup ONLY with Media Server checked.
3: Cover Art will NOT re-load upon Windows startup with Media Server is checked.
I actually tried loading Media Server separately in Windows Startup way ahead of loading MC (via Startup Delayer) to see if having Media Server running before MC would help... no joy there either.
Media Server should not be required just to have Cover Art automatically show up in the Image Window.
I believe this needs to be fixed as it appears to be a flaw for users that run Media Server but do not actually have a client.