pip always fails ssl verification

Question

Pip always fails ssl even when I do pip install dedupe or pip install --trusted-host pypi.python.org dedupe

The output is always the same n

Answer 1

The error above or one like it was caused by the virtual machine (VM) not be time synchronized, my guest Ubuntu VM was several days in the past.

I ran this commend to get the VM to pick up the correct network time:

sudo timedatectl set-ntp on

This makes the Ubuntu guest OS get the network time. (You may have to provide a network time source... I used this article: Digital Ocean - How to set time on Ubuntu)

Check the time is correct:

timedatectl

Re-run the failing pip command.