I think an all-of-the-above strategy is important.
The 1990s encryption wars were won by a combination of 1) building things they can’t stop and 2) using their own constitution against them.
The same is true for open source money and privacy. Build privacy tools they can’t stop, and also challenge all major overreach attempts legally.
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I can understand where you’re coming from since these are the tools you are familiar with. The examples you give though are equivalent to small battles that have been won in the context of a much larger losing war. Ask yourself whether, since the 1990s, privacy laws have improved or worsened as a whole.
I’m sorry, but I maintain that using the tools of the state won’t work.
Monero is so effective at this it's considered highly suspect and toxic, like nuclear materials, that even possession is almost criminal.