Uber and AirBnB were things we should have taken far more seriously.

That being said, they weren't effectively offering unregulated gambling on any difference of opinion. Gambling is a vice. We've made it a regulated vice, but it's very much still a vice. If you get rid of the "regulated" part, people, including those with the ability to present a case in front of a grand jury, are going to see you as a 1980s cosa nostra capo and act accordingly.