Certificate failure and Windows10 gem version 2.4.5.1 - windows

Question

I'm new to much of this:
My problem begins at the rails new sample_app stage of the installrails.com process.
it does its thing, getting to run bundle install and errors with "Could not verify the SSL certificate for https://rubygems.org/."
I search and learn I must update certificates, as discussed here: http://guides.rubygems.org/ssl-certificate-update/
I learn at the above page that rubygems 2.4.x is broken for windows, and therefore no download exists to update my certificates.
So I try to update $ gem update --system 2.6.7 and this is what is returned:
Updating rubygems-update
ERROR: Error installing rubygems-update:
Unable to resolve dependency: user requested 'rubygems-update (= 2.6.7)'
ERROR: While executing gem ... (NoMethodError)
undefined method `version' for nil:NilClass
I keep trying to figure out how to do something so simple as uninstall my gem version 2.4.5.1 and install 2.6.7 but can't do it... my syntax?
I have also seen a workaround using these:
gem sources --remove https://rubygems.org/
gem sources -a http://rubygems.org/
But I don't understand how that helps with certificates or how it is a permanent solution! I removed the secure source, and cannot reobtain it because of the same certificate error. So now I am stuck with the http one. Thanks for your help!

Answer 1

Okay so I started fresh after posting the question.
I used the work around to bypass the certificate problem:
gem sources --remove https://rubygems.org/
gem sources -a http://rubygems.org/
This then allowed me to update my gem version.
gem update --system
Then I switched gem sources back:
gem sources --remove http://rubygems.org/
gem sources -a https://rubygems.org/
I ran into another problem when running rails new sample_app at the same place, bundle install. I found the fix here: Ruby on Rails cannot bundle install
my command was gem install bundler
then I was able to successfully create the sample app. Looking forward to the next problem!