I'd say 20th century Berlin always was an island of craziness. In the roaring twenties, it became both a poorhouse (hyperinflation) and the city with the wildest parties and openly queer communities. After WW2 the story is that the Allies made sure that Berlin would be barely governable. In times of the iron curtain many many left-wing Germans who didn't want to serve in the military escaped to West-Berlin which was known as a safe harbor. And in the 90s from what I can see, it looked like a big techno party.

So all in all, I think Berliners old and young are pretty fine with craziness and some kind of "governed anarchy". Only recently (to me at least and from what I heard for other people as well), it became really annoying because the government seems completely overwhelmed by pretty much everything. Berlin is btw still said to be the "capital of unemployment" and recently the housing problems and gentrification reached another absurd level.