The early Python 3 releases were abysmal, much slower than Python 2 even without considering the bugs. That alone was bad. But there was also real world problem

The early Python 3 releases were abysmal, much slower than Python 2 even without considering the bugs. That alone was bad. But there was also real world problems, like how some syscall wrappers would not take bytestrings where they should have, so you literally could not open files unless you had a valid unicode representation of their file name. That's fun when all you want to do is some data processing. The core team was swamped with other work around the migration and the community found their response to real world problems lacking. They did things like declaring Python 2 dead long before 3 was usable. Then they refused to fix SSL problems with Python 2, which everyone desperately needed, and went out of their way to oppose a community-led release to fix those problems. It all ended well. There was another Python 2 release, and Python 3.4 came and fixed most problems people had. It was still slower, but performance picked up and by 3.7 it was just as good if not better. But it was a good ten years during which the response to real world issues could have been a lot better. All in all, the migration could have happened much smoother. They could have learned from other languages. But ten years is not unreasonable for backwards incompatible changes for a major programming language. The idea that the process could be accelerated by neglecting the old version does not work. In my personal opinion, the single thing that could have made the transition better for the community would have been the possibility to run Python 2 code in Python 3. It was discussed a lot before the transition and was deemed impossible because of conflicting data types. But it's not impossible, it's just (a lot of) work. It's another type conversion, and Python can already do those. The impossibility to link to old libraries made the conversion a flag day for most code bases, and those are really hard.