python InsecurePlatformWarning when downloading pip on Windows (python 2.7.5)

Question

To download pip on Windows, I followed https://pip.pypa.io/en/stable/installing/ (downloading the get-pip.py file, and then running it on Command Prompt).

However, I got

Answer 1

You can upgrade to a newer version of Python to solve this.

So to answer your question: Yes, get a new version of python. According to the docs, you need python 2.7.9 or higher.

edit: I didn't see your version (2.7.5). So yes, it is a version issue. Updating python would solve it.