[omoikane]

Capture the flag has clear objectives while obfuscated C contest does not. I understand improvements in AI for goal-orientated contests, I am not sure what would be considered improvements in open-ended contests with artistic flair.

Maybe you are asking "can't someone think up a clever idea and ask the AI to implement it according to IOCCC constraints?" And I believe current AI tools are still unable do that at a level that the human judges find worthy.