There have always been "tech oriented" people who were mainstream rule-followers.
There have always been "tech oriented" people who were iconoclastic anarchists.
In the early days, before CS curricula were as widespread and mature as they are now, a lot more people who knew how to program were self-taught, which self-selects for a much more independent type of person. For what I suspect were cultural reasons (but don't have solid data on), they were also much more likely to be the type of person who is on the fringes of society, in the counter-culture, or at least something of a social outcast.
I honestly doubt that the absolute number of anarchist- and libertarian-inclined "tech oriented" people has dropped since the '80s and '90s. It's just that there are now orders of magnitude more people who have some reasonable amount of tech understanding, many of whom are very much part of the mainstream and unwilling to put their comfortable lives at risk just to stick it to the man.