One pain point I've really felt recently with Python is in the deploy step. pip installing dependencies with a requirements.txt file seems to be the recommended way, but it's far from easy. Many dependencies (such as PyTables) don't install their own dependencies automatically, so you are left with a fragile one-by-one process for getting library code in place.

It was all fine once I got it worked out but it would so much nicer to provide a requirements.txt file and have pip figure out the ordering and dependency stuff. That and being able to install binary packages in a simple way from pip would make me much happier with python (no more waiting 10 minutes for numpy or whatever to compile).

As far as actual language features go however, I still find python a joy to work in.

[1] https://github.com/jordansissel/fpm