I agree with everything in Bryan Caplan's post. If you have the option to move away from an oppressive place, moving makes far more sense than trying to change the system. You're doing pointless harm to your family by staying.
Now imagine that you live in a place that, while pretty prosperous, has a whole lot of things you find oppressive. You spend a lot of time complaining about those things. Your sons stand a non-trivial chance of someday being drafted into the army or some kind of national service. While you don't find the laws against using drugs to be personally binding, there's the lowish probability risk of being subject to an erroneous no-knock armed police raid if the cops get something wrong. Cops kill people very often in these raids; at best, they just terrify your children. If you drive near the country's borders, the internal security police might stop you and demand your papers. There's the low but real risk that the cops will just decide to seize whatever cash you have with you. The schools are guarded like a prison camps. You like betting on odd claims; the local police in your county have a history of showing up at the front door of people who make bets and shooting them - this happened to a dentist just a few miles from your own house. And the police could use selections from your anarchist writings to ex post justify just about anything they decided to do, if you get the unlucky lotto ticket. If your kids screw up a bit when they're older or are even suspected of having done so (again, low but non-zero chance), the system's really pretty horrible. If one of your children messes up and sells drugs even once from your house (very very unlikely, but not impossible), the government can make you homeless.
While you're able to live most of the time unimpeded by this stuff in a bubble of like-minded friends, the random-draw risks are a bit worrying. You could kinda model it as living in a nice place, but with a small risk that you and your family will be the ones selected for some horrible annual ritual sacrifice. You never attend the annual sacrificial ritual despite its broad popularity; you instead do what you can to try and stop the ritual. Maybe you have more protection against being selected for the annual sacrifice ritual than do most folks because you're not really in the typically preyed-upon cohort, but that risk is still there. You pay your taxes, knowing that that money is taken to fund the annual sacrificial ritual.
Yes, the case for migrating out of really terrible third world places is definitely much much stronger than the case for moving out of Fairfax County. But still...