I go cashless for one simple reason, going to the bank to withdraw money and making sure I carry the right change is inconvenient.
I think to get the purported freedom cash entails you'd also have to not have a bank account (which governments can freeze) or large illiquid assets which governments can confiscate.
I don't think having mediums like money is the solution to government overreach. I think the only possible solution is having a popular distrust of the government - which on a positive note is something that is slowly growing around the world