The USSR collapse was actively organised badly, at least in Russia proper, in the years following 1991. A neoliberal society was transplanted from whole cloth to the people. In reality, a few oligarchs-to-be in various ways acquired for free what had been state property. A ruling elite replaced by another ruling elite who could climb the ladders fast enough.
Had the transition not been so chaotic and fast, a lot of grief would have been spared.
But is there any reasonable way for that to happen without outside intervention from an organized entity? It seems like something that can’t happen “without bootstrapping”.
No, there isn't, but also it's a virtual certainty that you will have outside intervention. So the powers that be should take it seriously and try to reign in both official operators and buckaroos going over. Every opportunistic country and individual will take a shot, so standing back won't work either, unfortunately.
Trying to switch systems peacefully without losing total control of a country is not an easy feat.
Even countries that managed to do that like Germany's unification, Portugal (Carnation Revolution), Greece (military junta fall) or Spain ended up with regrets and damage that takes generations to cure.
Germany's unification? A huge mess and the damage is ongoing. Kohl bought votes by setting Ostmark exchange rates to 1:1. This took on all debt of the GDR at full price but got him favour with veryone with money in the bank. He enriched his cronies by selling companies and banks with credits in billions (taxpayer backed) for peanuts. He promised them "Blooming Landscapes" but they got sold out big time. What is blooming there? Fascism.
Had the transition not been so chaotic and fast, a lot of grief would have been spared.