It doesn't need to be impossible for Big Brother to win. It just needs to be hard enough that it's not worthwhile for the vast majority of citizens. (And both

It doesn't need to be impossible for Big Brother to win. It just needs to be hard enough that it's not worthwhile for the vast majority of citizens. (And both of the things you mentioned are things that would take hours or days to hunt down and figure out for the average internet user. A privacy mechanism that isn't really, really easy to use is--in terms of the global internet and its citizens--worthless.)