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I have same issue with python 3.7.4 macOs 10.15, when i use library with libcrypto;brew update & brew upgrade & brew install opensslcopy libssl.1.0.0.dylib and libcrypto.1.0.0.dylib from /usr/local/Cellar/openssl/1.0.2t to /usr/lib/cd /usr/local/Cellar/openssl/1.0.2t/sudo cp libssl.1.0.0.dylib libcrypto.1.0.0.dylib /usr/local/lib/make a softlink libssl.dylib and libcrypto.dylibsudo ln -s libssl.1.0.0.dylib libssl.dylibsudo ln -s libcrypto.1.0.0.dylib libcrypto.dylibit's work for me!