I'm guessing you'll get a warning when installing or updating pip on Python 2.7. I know for Python 3.4, pip has been showing a deprecation warning whenever it's

I'm guessing you'll get a warning when installing or updating pip on Python 2.7. I know for Python 3.4, pip has been showing a deprecation warning whenever it's installed for a while now. I assume they'll do the same for 2.7. So, I suppose the answer to your question is yes--if you blindly update pip and/or you don't heed those warnings and pin your pip version accordingly. Edit: I was curious, so I installed the latest Python 2.7 and pip. `pip install` (or any other pip command) shows a deprecation warning with info about dropping support for Python 2.7 every time you run it.