It works the exact opposite way.
People from totalitarian shitholes improvise a lot more than people from functioning democracies (because they have to improvise to survive daily life). And they trust their state and follow the rules a lot less (and for a good reason - their state exploits and lies to them to a degree you can't imagine living in a free country).
USA wouldn't send its army to Mexico with 12 hours of fuel telling the soldiers it's exercises. After selling half the fuel and ammo on black market and providing them with faulty non-spec tires so that significant percentage of their vehicles just broke the first week it actually had to drive somewhere.
Russian army did all of the above, on a massive scale. Nobody in Russia was surprised except maybe putin. IMHO he was more surprised that Ukraine was organized than that his own army wasn't.
Think for a while how you'd adapt to living in such a society. One of the first things is that you pretend to do what they tell you and then completely ignore it and do whatever you can to survive. And then to adapt to that - the army has units that shoot at you from behind if you don't want to be a "meat wave" in the next frontal attack.
Army won't provide you shoes your size? Steal. Army won't provide you drones or anti-drone measures? Cope cages and loot Mavics from malls. Etc. In totalitarian countries (and I've lived in one so I'd know) everybody had to learn DIY cause you couldn't trust the economy/country to provide you with the things you need.
Oligarchy and libertarianism is the same system, just looking from POV of rulers vs ruled. When society doesn't work people have to be libertarians. When everybody's a libertarian - oligarchs rule and society doesn't work.