Unfortunately, I don’t know what the connection issue is. But just to note that I’ve had no issue with Clip players on a Win7 system . . . .
One issue I did have with Windows at one point (it may have been Windows XP) was Windows assigning a drive letter to the Clip which already was in use–apparently, Windows can do that. I was able to correct the issue by going into Windows’ Disk Management (I believe) console and manually reassigning the Clip to another (unused) drive letter.