What are the legal ramifications of running such proxy? For instance, if a group of people coordinate a criminal activity and it is proven that they used the proxy to communicate?
Could owner of such proxy become liable?
Not "shitting where you eat" (never do something that is a crime in your own country) is basic opsec but the details are usually a lot more complex.
If you use such a proxy in a completely legal way, but that the dictator thinks might make him lose his power, then he can make up fake charges against you and put you in prison.