I need help setting up my WDTV box, having some issues?

If anyone can help me with my sync issue I listed above let me know, thanks.

TonyPh12345, thanks for  the response. I just wanted to know an example for media server and network share, when they would be recommended. I have Windows 8, same thing, I guess. So do I need WMP open for Media Server to work or just have homegroup set up?