python - Cannot upgrade pip 9.0.1 to 9.0.3 - requirement already satisfied

Question

I'm trying to update pip using pip install --upgrade pip, but I get a "requirement satisfied" error and an "outdated version" message at the same time

$ pip install --upgrade pip
Requirement already up-to-date: pip in 
/Users/user/Envs/proj/lib/python2.7/site-packages
You are using pip version 9.0.1, however version 9.0.3 is available.
You should consider upgrading via the 'pip install --upgrade pip' 
command.

How do I update?

Answer 1

Recently, Python.org sites stopped supporting TLS version 1.0 and 1.1, which could be causing the chicken-and-egg problem you are facing. Try upgrading pip without using pip:

curl https://bootstrap.pypa.io/get-pip.py | python