I don't understand what you mean by "bootstrapping" in this context. If you can get your phone or computer randomly inspected and copied on the street, and then thrown in jail or executed for trying to avoid surveillance, there is no need for "backdoors" or "bootstrapping". The government just passes a relevant law and surveils, no need for fancy backdoors when you can do straight interception and bans.
Besides, "you need to protest RIGHT NOW so that you can delay total surveillance regime by a year or two if the government eventually turns North Korean" does not sound like a strong call to action to me.