Reviewing through your description, if the cases are open, I would expect to see them in the tile present on the over view page. However, if a case is associated with a bug it will no longer appear on your group's overview page. Let me know if this is the behavior you are seeing.
If not I would recommend opening up a new case in your customer group for further investigation by the next available support member. When you submit the case if you could provide the following, it should assist with the investigation.
1. Do you have links to the cases you are expecting to see in the widget?
2. If you navigate to your groups "content" page do you see the cases there?