For example, if you were perhaps adding items to a local collection as they are selected from the combobox, if you then uncheck a a previously selected item, there is no way to identify (and then remove) that item from the collection. It appears that (for example) Self.Selected.ID ends up referring to the last item that was checked and not the item that was just unchecked.
On a related note, there is no way to distinguish the OnChange trigger from checking/unchecking items and the clear items ("X"). You can work around this however if (as in my example) you wanted to clear the entire collection if the "X" is selected, by using something like this:

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