There's a lot of things that could be reworked in much better ways if you drop backwards compatibility and think a bit about usability, but the real problem is

There's a lot of things that could be reworked in much better ways if you drop backwards compatibility and think a bit about usability, but the real problem is the time it takes versus how "just fine" things work once you finally understand how to improve on old tools. To make things worse, tools get much better they get once you start thinking hard about re-implementing things. It seems it takes a lot of hatred to start such a project, and starting is the easy part as it only needs the first 80% of the effort.