When running something depending on OpenSSL you may get something like this on macOS 10.15.2:

python quit unexpectedly

The output of the report:

python quit unexpectedly report

To fix:

brew reinstall openssl

Then:

cd /usr/local/lib
sudo ln -s /usr/local/opt/openssl/lib/libssl.dylib libssl.dylib
sudo ln -s /usr/local/opt/openssl/lib/libcrypto.dylib libcrypto.dylib