SSL Certificate Error when trying to do command-line registration with pypi

[DeliriousDelight]

I am getting this error message when trying to do the command-line registration as per the Heads First Python book:

Macinbu:nester majibu$ python3 setup.py register
running register
running check
Registering nester to https://upload.pypi.org/legacy/
Server response (500): <urlopen error [SSL: CERTIFICATE_VERIFY_FAILED] certificate verify failed: unable to get local issuer certificate (_ssl.c:1051)>

I'm on OSX 10.13.6 and Python 2.7.10 is preinstalled on this system, but I downloaded and installed the latest python (3.7.1) as per the book's instructions.

I didn't have a pypirc file in my home directory so I had one created:

[distutils]
Index-servers =
pypi


[pypi]
repository = https://pypi.python.org/pypi
username = <myUsername>
password = <myPassword>

Which is nice since I don't have to enter my credentials anymore, but it made no difference in regards to the original error I'm getting.

Some online searching prompted me to check my version of OpenSSL and pip:

Which is nice since I don't have to enter my credentials anymore, but it made no difference in regards to the original error I'm getting.

Some online searching prompted me to check my version of OpenSSL and pip:

So I tried installing pip:

Macinbu:nester majibu$ curl https://bootstrap.pypa.io/get-pip.py -o get-pip.py --user admin
Enter host password for user 'admin':
% Total % Received % Xferd Average Speed Time Time Time Current
Dload Upload Total Spent Left Speed
0 0 0 0 0 0 0 0 --:--:- 0 1622k 0 10543 0 0 54701 0 0:00:3 74 1622k 74 1215k 0 0 1018k 0 0:00:0100 1622k 100 1622k 0 0 995k 0 0:00:01 0:00:01 --:--:-- 994k

but I get the same error from bash indication that pip isn't installed.

Can anyone offer some advice on how to proceed?