There are no Windows-specific issues in venv + pip. Windows can be more painful if you need to compile C extensions, but you usually don't, since most commonly used packages have had binary wheels for Windows on PyPI for many years.
Installing anything in Windows is a system-specific problem.
If a pypi package has binary dependencies, it's a pip problem on Windows, if it depends on APIs that aren't installed by default, it's a pip problem on windows, if it depends on specific versions of something that isn't in python, it's a pip problem on Windows. If it depends on some API that the implementation is provided for free, but not freely, and is full of constrains on how you can install, it's a pip problem on Windows.
Most other package managers have the exact same problems. But some of the python alternatives that people often don't understand the point were created exactly to solve those problems.
