For Python what may be happening is a good piece of software that is not native to Windows. It works well enough on Windows, but the windows installer is very low on the developers' priorities and expertise. So the windows install experience ends up an afterthought that just barely works.

It also shows how anyone claiming "my tool is special, unlike others it's better to install this under C:\" is not showing good neighbourliness. It just encourages others to make the same mistake.

For Oracle, that probably also holds ... except maybe for the "good software" part.