The actually-oppressed stay in hiding. Whether they're gay in 1945 or Russian dissidents today, or political dissidents in today's western overculture, "eschewing discussion of political topics" is a mandatory survival strategy. I can relate because I am in this position - having to pretend I'm something I'm not on a daily basis in almost all contexts.
Someone who feels they can afford to speak politically on things others won't like must be in a pretty powerful position.
What do you think that person looks like to someone who knows they have to keep their mouth shut to not have their life ruined?
Having the right to even talk about your issues is an important and oft-overlooked privilege.
I hope you realize the comment you just wrote suggests that the oppressed should stay in hiding...
Again, I'm speaking about people (family/friends) that I know their background and I know that it is a huge waste of time trying to argue against their biased POV of "good old days of dictatorship". I'm talking about people that don't care about the oppressed.
But if you don’t already know the person’s views, it seems unwise to assume that “old person = supports the old regime,” since this will result in you missing opportunities to connect with potential allies.
Even as they metaphorically step on the throats of the people you care about?