Multiple reports in the forum that WeMo switches stopped working with SmartThings about two weeks ago when the firmware was updated.
Also, your second thought was correct: if the main switch trips the GFI, then the Wemo wouldn’t have any power to send a message to smartthings.
There are monitoring smartapps you can set up that can let you know if you have heard nothing From a particular device for a time period You specify so that might help, but that’s a whole separate conversation.