As an outsider to python, I never got how a language who got popular for being simple, elegant and readable could end up with perhaps the most complex tooling situation (dependencies, envs, etc). Any time I glance at the community there seems to be a new way of doing things. What caused python to go through these issues? Is there any fundamental design flaw ?
2. There is tons of code in the Python ecosystem not written in Python. One of the most popular packages, NumPy, depends on dozens of megabytes of statically compiled C and Fortran code.
3. Age again; things were designed in an era before the modern conception of a "software ecosystem", so there was nobody imagining that one day you'd be automatically fetching all the transitive dependencies and trying to build them locally, perhaps using build systems that you'd also fetch automatically.
4. GvR didn't seem to appreciate the problem fully in the early 2010s, which is where Conda came from.
5. Age again. Old designs overlooked some security issues and bootstrapping issues (this ties into all the previous points); in particular, it was (and still is) accepted that because you can include code in any language and all sorts of weird build processes, the "build the package locally" machinery needs to run arbitrary code. But that same system was then considered acceptable for pure-Python packages for many years, and the arbitrary code was even used to define metadata. And in that code, you were expected to be able to use some functionality provided by a build system written in Python, e.g. in order to locate and operate a compiler. Which then caused bootstrapping problems, because you couldn't assume that your users had a compatible version of the main build system (Setuptools) installed, and it had to be installed in the same environment as the target for package installation. So you also didn't get build isolation, etc. It was a giant mess.
5a. So they invented a system (using pyproject.toml) that would address all those problems, and also allow for competition from other build back-ends. But the other build back-end authors mostly wanted to make all-in-one tools (like Poetry, and now, er, uv); and meanwhile it was important to keep compatibility, so a bunch of defaults were chosen that enabled legacy behaviour — and ended up giving old packages little to no reason to fix anything. Oh, and also they released the specification for the "choose the build back-end system" and "here's how installers and build back-ends communicate" years before the specification for "human-friendly input for the package metadata system".