> Things are a lot better with Python 3 on Windows, and especially so with Python 3.5+.
For one of my main applications py3 proved to be too slow. For my application I use: numpy, pil, tkinter, and subprocess (and process/produce/draw on screen images (at a rate of 120/sec)). I don't know WHY but with python2 it runs acceptably fast, on python3 it's 20% slower. This has been something common for me actually.
I do tend to use py3 when doing any kind of data science though.
"pip install numpy" will actually work, among other things. But even for packages that don't have binary wheels and have to compile things, it's much easier now to install a compiler toolchain (it's actually a single download!), and have your Python installation just pick it up automatically.