This might sound crazy, but it would be super-useful for moving files over to Commons in cases where the standard tools fail. Like the seven-revision 87 megabyte PNG I'd like to move over.
No more so than any other problematic upload on Commons. They happen sometimes; they're probably less likely to happen using the method that requires a fair bit more technical knowledge.
We can't stop every bad upload to Commons, but this isn't going to make things worse.
Maybe the new beta FileImporter can handle your file? That would also copy the history and that sounds better than the url upload