A while back I was trying to figure out something in Python. Python isn't hard, and I can read it (since its practically like reading Ruby) and get by writing it here and there when needed.
So... I'm trying to use some Python library (whatever your equivalent of a Gem is). I spent a few hours ripping out my hair trying to find good documentation for how to install and manage Python libraries. There didn't appear to be the equivalent of RubyGems or Bundler. There did seem to be 2-3 different ways of managing them (eggs?), but just getting those programs working on my local system wasn't liking me either. Googling for "Using Python libraries" didn't return much useful- nor did "Installing Python Libraries".
I'm still unclear what the standard method for managing these is. When I checkout a Ruby thing, I just type 'bundle install' and all is fine then.
Yes, the technical docs were fine- but the baseline "how do I get this damn stuff, working!?!?!" wasn't.