Whomever does the compliant would either need a ton of liability insurance, or would need contract language that actually gets them out of responsibility (similar to the language in many travel insurance and point-of-dale service plans). The former would be expensive, so you’d probably end up with the latter.
Web accessibility compliance does require a human to look at (and interact with) a site, and it requires people who either have training, or experience. That costs more. I really hope we don’t end up with “Uber for accessibility compliance”, with testers who aren’t paid enough, and who don’t get enough time to test a site.
The future of the Internet is the present of all other industry. Take all the regulations and government interference that already exists in old industries and apply it to every business online, every commercial website. Nothing can stop this process, it's well underway now and will get radically worse over the coming 10-15 years. The regulation monster has its claws out and is beginning to sink them in (half the room will cheer that today, then complain ten years from now at the burden; oh but they went too far, you see; human nature in action).
Whatever it is you want to build, do it now before the regulators and competition (through regulatory capture) conspire even further to make it far more expensive and burdensome. Hurry, the old days of a low regulation, free Internet are rapidly fading.