You can make it technologically impossible, but they can also come and arrest you just for using such technology. So its not really a technical problem, its a social/political one.
I don't understand this take. There is no real way in which a private person can make law enforcement "more expensive". The government can always find means as long as it is supported by a sufficiently big fraction of its people.
Sure, they won't go out and arrest all one million, but from an individual perspective it's basically security by obscurity.
Once that's the case, otherwise legal activities (e.g. protesting, or making political statements) run the risk of making you a target. Law enforcement can then punish you for your legal activity by selectively enforcing this other law.
The resulting situation is one where everyone knows to some extent "you better shut up if you know what's good for you", and puts a chilling effect on otherwise legal forms of civic engagement.
You might point out that there are already laws on the books that let them do this, but I'm sure they wouldn't mind another.
Privacy-conscious apps and communications tools need to be developed, and we need to build the consensus that privacy is important.
edit: Anyone know why Briar doesn't have the feature for known contacts to be a "courier" for other contacts?
Background: Briar is the encrypted messaging app that works over tor, local wifi and bluetooth. If Alice sends a message to Charles but she isn't connected, the app will hold it until it detects Alice and Charles are in proximity.
My desired feature: If Bob is a verified contact with both Alice and Charles, Briar should be able to hand the message from Alice to Bob, and then deliver it to Charles.
(Feels like we have this same discussion over and over on HN.)