It would provide more versatility to how things are initialized. I rather like the idea that I can add something without needing to register it in a million places (well maybe not a million but still).

No, it becomes too hard to try and figure which init belongs where then. Use a delegate or so.e delegates. You get your loaded file at the pre init event as well as all the annotations it can find. I'm sure you could make a plugin system out of that