In that case either starting Media Server with Windows, or modifying a MC startup icon to add the /MediaServer command should work well for you.
With Media Server running in the Windows System Tray you can just right-click on it a select "Show Media Center" to see the MC User Interface, select your music, and then minimize MC to the System Tray if you have that setting set. i.e. Options > General > Interface > Minimize to System Tray. Or if something is already in Playing Now, you can just press the Play Media Key if you have one on your keyboard, and the MC User Interface will open, and playback will commence.
I actually thought if Media Server was running, you opened the User Interface and started playback, then closed the User Interface that Media Server will keep playing. But it doesn't. I'm going to have to research why that is now, because I think it should keep playing. I've been told Media Server is just Media Center without its UI often enough to expect that.
I hadn't noticed that issue because on my HTPC the User Interface and Media Server is always run and active, while on my Workstation/MC Client I mostly don't run Media Server.
Anyway, the above might give you some ideas on how to avoid the flashing orange MC icon in the taskbar. Because that would be annoying.
PS: You can also edit the properties of the MC startup icon and set it to start minimized, using the Windows shortcut properties. That works, if Media Server isn't already running. If Media Server is already running, MC will start maximized regardless of the shortcut properties, which is also a bit strange/unexpected.