Earlier quoted context omitted.
Yes... We have some high revenue, important contract type systems written a long time ago and maintained by the same subject matter experts who simply move the codebases (old and new) to newer systems and stacks. As you can tell, the SMEs have no interest in learning other things and so any new initiatives that require them to implement it is subject to their preferences.
Many places don’t support antifragility. Having an old system that nobody wants to rewrite may not be a reflection on the engineers. You’re an expert, and a rewrite is going to expose you to a lot of scrutiny. You are going to break things, when maybe you haven’t broken things in a long time and people like it that way. So when some day arrives where a new fad is hot and it’s hard to impossible to find Perl programme…
Demand in this case, will likely create its own supply.