I'd prefer to think of it as being WP:BOLD. Sorry to be insulting your org to your face, but if it makes you feel better it's likely a case of a toxic 10-20% or so more than everyone. I know nice wikipedians too, but they're not the ones that represent the interactions that turn people sour.

But yeah, it's the paradox of intolerance in action. Being tolerant of shitty people leads to a shitty org culture or a shitty society/world. If they get too entrenched, you end up being unable to pry them off the levers of power and the dead-sea effect begins.

If it were just me, I'd keep my mouth shut (ok maybe not). Everyone knows SO and Wikipedia have culture problems. There's just also not really a way for them to move past them because the people causing those problems are powerful internal stakeholders. There's no easy solution to a rotten organizational culture and it leads to bad outcomes. It's a shame to see it happen but again, there's no magic wands to fix any of it. Whatcha gonna do.

I've had projects fail because of org culture problems (may have taken down the whole company at this point). But when the boss and the boss's boss are part of the problem, what can you realistically do? Not interact with that org anymore, that's about it.