So I managed to get my delayed charge back. I decided to call OnStar from the car and after many comical attempts at keeping the connection in my parking structure we were disconnected.

Luckily Delayed charge just started working again. I have no clue if it was the call to OnStar or just dumb random luck.

I am starting to think maybe the car had not been connecting back to the mothership and the simple act of getting to OnStar kicked it back in.