Like I said, it is not just about updating software. You can't realistically update all your dependencies by yourself. You are stuck with a tough choice: Do I

Like I said, it is not just about updating software. You can't realistically update all your dependencies by yourself. You are stuck with a tough choice: Do I start out with Python3 and tons of broken packages? Do I limit myself to Python2 and face a costly migration later on? Do I run the extra cost of supporting both? This the choice you had face for the better part of ten years of migration. Perhaps it's not obvious that all Python-based software was worse for it, but that's what happened. I'm not talking about some web backend service where most of what you do is trivial stuff. You can write and re-write that in almost anything, it doesn't matter.