To make it show all of the items that are in the subcategory here you will need to associate each of those sub categories items with the high level category as well. So for example if you logged into the admin area and updated the boneless ribeye steaks item to belong to the USDA choice steaks as well as the boneless ribeye category then it would show this item if you clicked on the higher level link. You would need to do this for all items that are in a subcategory, you will need to update the item so that it also belongs to the higher level category. You can do this in the admin area by Ctrl+click on the multiple categories.
