Earlier quoted context omitted.
At some point a CFO will ask why a company is spending $X to use ancient, unhireable versions of their tools when new, free, attractive versions exist. It will be explained - not exactly in these words - that it's basically because their senior devs refuse to learn new stuff. Senior management arguments will ensue. At the end, there will be a plan to save $X with One Simple Trick. Displaced senior devs will find them…
Python 3 has been out for how long? None of this has happened yet. What is going to make 2.7 so unmaintainable? It’s there, it works and what is going to change that?
It's easy to forget that Python 2 was supposed to have been deprecated in 2015, but that got pushed back until 2020. Personally, I don't feel like backporting security fixes forever.