It's about as haphazard as anything else he does. See "To those that criticize the project..." on https://journal.kennethreitz.org/entry/r-python .
On Pipenv? Why are people so negative about it? If you don't like it - just use another tool. Its not like its M$ or systemD which both are a pain to get rid of if your organisation or distro decided to implement
Honest question: Do people write systemd with incorrect capitalization out of spite, or because they just don't know better? It just irks me, like if someone was writing LaTeX as just Latex.