I started getting this today:

stderr:
                                WARNING: pip is configured with locations that require TLS/SSL, however the ssl module in Python is not available.
                WARNING: Retrying (Retry(total=4, connect=None, read=None, redirect=None, status=None)) after connection broken by 'SSLError("Can't connect to HTTPS URL because the SSL module is not available.")': /simple/ipdb/
                WARNING: Retrying (Retry(total=3, connect=None, read=None, redirect=None, status=None)) after connection broken by 'SSLError("Can't connect to HTTPS URL because the SSL module is not available.")': /simple/ipdb/
                WARNING: Retrying (Retry(total=2, connect=None, read=None, redirect=None, status=None)) after connection broken by 'SSLError("Can't connect to HTTPS URL because the SSL module is not available.")': /simple/ipdb/
                WARNING: Retrying (Retry(total=1, connect=None, read=None, redirect=None, status=None)) after connection broken by 'SSLError("Can't connect to HTTPS URL because the SSL module is not available.")': /simple/ipdb/
                WARNING: Retrying (Retry(total=0, connect=None, read=None, redirect=None, status=None)) after connection broken by 'SSLError("Can't connect to HTTPS URL because the SSL module is not available.")': /simple/ipdb/
                ERROR: Could not find a version that satisfies the requirement ipdb (from versions: none)
                ERROR: No matching distribution found for ipdb
                pid: 67628 -> /Users/eric/.pyenv/versions/3.7.6/bin/python3.7 /private/var/folders/sx/pdpbqz4x5cscn9hhfpbsbqvm0000gn/T/process-execution7rY2tk/pex_root/pip.pex/d3323a933395f1fea4b421b92e99bd2c3d524e6c --disable-pip-version-check --isolated --no-python-version-warning -q --cache-dir /private/var/folders/sx/pdpbqz4x5cscn9hhfpbsbqvm0000gn/T/process-execution7rY2tk/pex_root download --dest /tmp/tmpfydwjkux/cp37-cp37m --index-url <https://pypi.org/simple/> --header Cache-Control:max-age=3600 --retries 5 --timeout 15 ipdb pygments pytest-cov>=2.8.1,<2.9 pytest-icdiff pytest-timeout>=1.3.4,<1.4 pytest>=5.3.5,<5.4 setuptools==44.0.0 zipp==2.1.0 raised Executing /Users/eric/.pyenv/versions/3.7.6/bin/python3.7 /private/var/folders/sx/pdpbqz4x5cscn9hhfpbsbqvm0000gn/T/process-execution7rY2tk/pex_root/pip.pex/d3323a933395f1fea4b421b92e99bd2c3d524e6c --disable-pip-version-check --isolated --no-python-version-warning -q --cache-dir /private/var/folders/sx/pdpbqz4x5cscn9hhfpbsbqvm0000gn/T/process-execution7rY2tk/pex_root download --dest /tmp/tmpfydwjkux/cp37-cp37m --index-url <https://pypi.org/simple/> --header Cache-Control:max-age=3600 --retries 5 --timeout 15 ipdb pygments pytest-cov>=2.8.1,<2.9 pytest-icdiff pytest-timeout>=1.3.4,<1.4 pytest>=5.3.5,<5.4 setuptools==44.0.0 zipp==2.1.0 failed with 1

I did a brew upgrade today, so it’s possibly related. Does anyone recognize this? I wonder if the issue is SSL or ipdb