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>it's not clear that Cloak does anything novel when compared to existing systems.
I'm not an expert on censorship-circumvention utilities but I found this comment when browsing the Cloak source repository that may partially answer your question:
https://github.com/cbeuw/Cloak/issues/169#issuecomment-12574...
>, and how do you prevent the censoring regime from finding and blocking them?
The tools like Cloak try to work on the principle "collateral freedom" which hides censored data inside of "internet services that are too big block" : https://en.wikipedia.org/wiki/Collateral_freedom
And the effectiveness of that strategy depends on the hackability of those internet services as they can sometimes change the rules which close the loopholes of "collateral freedom" : https://en.wikipedia.org/wiki/Domain_fronting#Disabling
Things just got more trickier: https://github.com/net4people/bbs/issues/129