when encountering such issue:
dyld: Library not loaded: /usr/local/opt/openssl/lib/libcrypto.1.0.0.dylib
the resolution is to force uninstall and clean install the openssl:
brew uninstall openssl; brew uninstall openssl; brew install https://github.com/tebelorg/Tump/releases/download/v1.0.0/openssl.rb