There's a trick, oft forgotten in these discussions. You don't have to just automate your existing workflow and hope not too many gaps remain. You can always build a new workflow around automation, playing to its strength, and eliminating human factor at the system level - or even business model level. Hell, iff no machine can handle a particular task, find a way to not require it at all. If your marketing team is good, it'll even sell it as a feature.