For me, the strongest point is about which version of Python everyone uses at work. When you have many commercial users its really difficult to get everyone to move. Python3 is not currently a target for my code at work because just writing the features is a full-time job. The difficulties in porting would not currently be worth the effort and I would have an extremely hard time justifying the ports business value.
I liked the article because it made me think, again, about the debt we have at work. However, the few tacit solutions are not going to get me anywhere. This article needs a part 2 for debt that cannot be fixed with trivial solutions.