Another thing is that many classic open source projects don't have a "I want to grow my user base" mindset. Why would they. It's not like they get paid.
Big overhauls also always have the risk of alienating current users. I learned Blender on the pre 2.8 UI and because I use it rarely I still sometimes struggle with the new shortcuts.
Blender clearly benefited from the change but the real spirit of open source is: you don't like it then help fix it.
It's hard to fault anyone in that triad 100%. Open source has a way of becoming infrastructure. People come to depend on tools made by people without the resources, interest, or personality to run an infrastructure project, or who won't budge on their vision to allow contributions outside of it that might help get the project to a point where it can attract enough vision-aligned contributors.
Forking potentially shifts the problem to a new triad, so it's not an obvious solution in all cases.
I've come to call this "fenceware": technically open source due to its licensing, but community-wise it is as if the developers just throw a ball of code over the fence every few months. Sure, they let you play with it for a bit, but it is not yours to co-own.
For example, the Topological Naming Problem (as I understand it) is made quite bad due to OpenCASCADE design - but as we've seen with 0.19 and later it is possible in a lot of cases to work around that. But that's a lot of really hard work with relatively little reward, so for years it languished on the backlog, and users had to deal with even trivial designs randomly blowing up in their face for no clear reason.
The result is a CAD program filled with footguns. Nobody wants to address structural issues, so you just pretend they don't exist, hide a half-baked tutorial on a Wiki on how to work around the worst of them, and blame the user for holding it wrong.
Commercial applications can solve this by shoveling copious amounts of cash at any skilled developer who is able to make any real-world improvement - even when it's not a perfect solution yet. FLOSS applications have to wait for a developer to come around who is masochistic enough to tackle it for free.
100% agreed. I know a lot of people don't like that but sometimes I feel that FOSS projects are intentionally sabotaging themselves by ignoring industry standard options/conventions and instead they are following open source ideas just to be different. UI/UX is the main symptom of that. Blender could move forward and wish others could too.
Krita is another example of a good project
CAD is the next frontier where we need a "Blender moment"