It is quite often the case that, under oppressive regimes, using
encryption technology will already flag you as "suspect" (if not
"guilty"). So in that case, you'd probably want to use something
probably want something more like a cover channel in those scenarios.
To some extend I agree with Fernando since I have the practical experience of
such places. To be clear, if the purpose of the encryption is to avoid such
places to access users' data or try to harden this process, actually it fails
because the users force to use their devices and the main internet stream to
those countries passed by their devices (where all traffic filtered and
analyses and then sent to the users). Therefore, you cannot help them,
especially, if you're talking about unauthenticated source of data. When OS or
other ways try to help to authenticate this data, then maybe you can be 1%
successful. Because this also helps that the users do not recognize this MITM
attack. They can recognize this when they receive any warning message. (I am
not talking about professional users that might trace their traffic. But about
80% of internet users.)
Nevertheless, In my opinion, encryption, in general, is good. But it depends on
what our target users or services are and who we want to hide this traffic
from. Whether those people have access to the main internet stream and the user
have no way to avoid them? Whether they have a power to apply regulation for
internet in a country and user MUST follow them? Or whether they only want to
sniff data passively in a way that user do not recognize it. In last case,
encryption conditionally can be successful but I do not think it works in the
first two cases.
The conditions are that 1- whether those places can be easily recognized if
they do active attacks? (it might be yes if they want to do this attack with
the whole internet data stream that belongs to different countries but this is
not true if it is only a small portion of traffic such as an enterprise or etc.)
I hope that I could explain my point clearly.
Best,
Hosnieh