How to reproduce go to mysbs.com with a player with the help of the controller, works fine, play radio for a while.
You can now happily switch back to your server by choosing "My Music" nice.

This works as expected, while the server is running all the time.

Now turn of the server or put it in deep sleep, and do the same steps.

You can now see that the controller tries to reconect with local server but it does not send WOL to wake it up ?

Controller does send WOL when your choosing your local "My Music" during other circumstances.:
when powered on or if you have been on the local server before shutdown, then it happily start the server again as it should work.

Exceptions seems to when returning from mysbs.com