MacOS: Can't connect to HTTPS URL because the SSL module is not available

Describe the bug The cli fails any networks calls, apparently related to Related issues for Debian/Ubuntu: https://github.com/Azure/azure-cli/issues/4360 / https://github.com/Azure/azure-cli/issues/3720

To Reproduce

1. brew install azure-cli
2. az login (any command with a network call)

Expected behavior That the command succeed

Environment summary Install Method: brew CLI version: azure-cli (2.0.32) OS: MacOS 10.13.4 Shell Type: zsh openssl version -v: LibreSSL 2.2.7

[derekperkins]

This was super frustrating, so I figured I’d add a Q&A here to try and help anyone dealing with this in the future. I solved this by uninstalling and reinstalling:

1. brew uninstall --force openssl
2. brew install openssl

When I ran brew install openssl without uninstalling first, this is what happened:

$ brew install openssl
Warning: openssl 1.0.2o_1 is already installed, it's just not linked
You can use `brew link openssl` to link this version.

$ brew link openssl
Warning: Refusing to link: openssl
Linking keg-only openssl means you may end up linking against the insecure,
deprecated system OpenSSL while using the headers from Homebrew's openssl.
Instead, pass the full include/library paths to your compiler e.g.:
  -I/usr/local/opt/openssl/include -L/usr/local/opt/openssl/lib

[j3pic]

For me, removing the Pyenv install of Python was necessary after reinstalling OpenSSL:

rm -rf ~/.pyenv
pyenv install `cat .python-version`