Having seen the internals of many an application that deals with both "human" and "group" accounts, I'm not surprised that something like this would cause an issue. Unless things are designed from the ground up to support it (which they never are), those types of migrations always have a bunch of edge cases that aren't properly handled.

Sure it sucks but the real test of whether Apple gives a rats behind is if they fix it a reasonable amount of time. If this drags on for more than a day without a human response from their support line I'd say, no they don't care. I bet that happens.