My current position has implemented a toolchain that essentially makes debugging either impossible or extremely unwieldy for any backend projects and nobody seems to think it's a problem.
Frog in boiling water moment. Most of us have had enough experience with the platform before, during and after this period to know that it's not going back to what it was.
I guess the thing that really changed is our tolerance for bad actors. As far as I'm concerned even a 99% signal-to-noise ratio is unacceptable if the 1% represents a contingent of determinedly obnoxious and hateful people, and 4chan was never anywhere close to 99% signal.
It used to be a diverse place without much to tie all the boards and users together save for a shared commitment to counter-culture. Then GamerGate and Donald Trump happened. "Every board is /pol/" was one of the most frequent replies you would see for a while until all the halfway decent people left.
/g/ is where I and a lot of people learned about FOSS advocacy and now it's just gamer hardware and transphobia.
The vast majority of users have no strong opinions on the matter of software package distribution. They take what's given to them.
The vast majority of users are perfectly fine with the Windows experience of dodging fake download button ads, unticking bundled McAfee installs, having no automatic update mechanism, etc (which is still more or less the default even on Win10).
They only start caring when they can't do something they want to do. They rarely think about the "how".