I don't think there need be any cognitive dissonance between the ideas that A) anyone running a business is going to skirt/avoid any regulation they can get awa

I don't think there need be any cognitive dissonance between the ideas that A) anyone running a business is going to skirt/avoid any regulation they can get away with and B) existing regulation is not designed to be reasonable for the realities of the app-economy. In other words, new startups pushing the envelope should be expected, and there's nothing wrong with that. We just have to decide as a society how far they should be able to code and adapt the regulation accordingly.