He wrote about ideals but was not an idealist nor ideologue, and in fact was very pragmatic in nature. That’s possibly his nature or from his work as a doctor. What also stems from that, and his religious outlook, is that his ideas were to serve humans better and promote their good and benefit.

Hence, I doubt he’d find a giant company using its negotiating power - and not forgetting its other legal shenanigans (most relevant in this case would be trying to prevent unions[1] forming) - that necessitates harm to an individual through a “consensual” contract to be part of his idea of what liberty looks like. Would you negotiate such a contract for yourself? I doubt it. Can an Uber driver negotiate it away? I doubt that even more. In fact, there is no negotiation, it’s a take it or leave it offer.

In short, he didn’t seem interested in allowing powerful interests to crush individual interests based on some ill-conceived notion that it’s a free market or that there is true freedom to consent in any meaningful way.

[1] https://www.wsj.com/articles/uber-lyft-and-others-launch-cam...