Whenever people see old systems still in production (say things that are over 30 years old) the assumption is that management refused to fund the replacement. But if you look at replacement projects so many of them are such dismal failures that's management's reluctance to engage in fixing stuff is understandable.
From the outside, decline always looks like a choice, because the exact form the decline takes was chosen. The issue is that all the choices are bad.
In my work experience I've realized everybody fears honesty in their organization be it big or small.
Customers can't admit the project is failing, so it churns on. Workers/developers want to keep their job and either burn out or adapt and avoid talking about obvious deficits. Management is preoccupied with softening words and avoiding decisions because they lack knowledge of the problem or process.
Additionally there has been a growing pipeline of people that switch directly from university where they've been told to only manage other people and not care about the subject to positions of power where they are helpless and can't admit it.
Even in university, working for the administration I've watched people self congratulation on doing design thinking seminars every other week and working on preserving their job instead of doing useful things while the money for teaching assistants or technical personnel is not there.
I've seen that so often that I think it's almost universal. The result is mediocre broken stuff where everyone pretends everything is fine. Everyone wants to manage, nobody wants to do the work or god forbid improve processes and solve real problems.
I've got some serious ADHD symptoms and as a sysadmin when you fail to deliver it's pretty obvious and I messed up big time more than once and it was always sweet talked, excused, bullshitted away from higher ups.
Something is really off and everyone is telling similar stories about broken processes.
Feels like a collective passivity that captures everything and nobody is willing to admit that something doesn't work. And a huge missallocation of resources.
Not sure how it used to be but I'm pessimistic how this will end.
There are people out there who are pretty conflict-avoidant by nature, and any group tends to pretty significant levels of cohesion because of it. There are some classic stories out there about when it goes particularly bad and spirals into a bad case of groupthink.
In the economy there are supposed to be some slightly cruel feedback mechanisms where companies (effectively big groups) that get off track are defunded and their resources reallocated to someone more competent. The west has been on a campaign to disable all those feedback mechanisms and let companies just keep trudging on. We've pretty much disabled recessions by this point. A bunch of known-incompetent management teams have been bailed out so they can just keep plodding along destroying value. There is not so much advantage in being honest about competence in this environment, if anything it is a bad thing because it makes it harder to take bailout money with a straight face.
I cite the Silicon Valley Bank collapse as an interesting case study. A looot of companies should have gone bust with that one because they were imprudent with their money. They didn't.