Haha, orphan bosses sound hillarious! Don't think imma do something like that for now tho, it would take me too much time :D
Also yeah, I plan to have some of the upgrades be made in the sweatshop by orphans. I don't really enjoy the concept of waiting so orphans will be more of a requirement checkmark, like if you collect, say, 50 orphans, you can expand the sweatshop and get additional crafts or smth. I feel like waiting mechanics would work better in other game genres like factory simulators and such