1. I second the request for a resizable video window during minimized mode...plus transparency
2. Ability to drag hyperlinks into a playlist
3. Not sure if this is Windows or WMP, but I've noticed the problem in WMP by far the most: window doesn't come to foreground when you hold a media file over the taskbar button.  Or sometimes it will.  Or sometimes it will just flash orange.  I have not figured out what mood WMP is in at any given point and thus don't know which of the 3 responses it will give.
4. Default to "Fit Video To Player On Resize" and reword "Fit Player To Video on Start", as the juxtaposition of the two modes can be confusing (reversal of subject and object is rough when you're used to skimming a UI rather than read it)