Generating a self-signed cert with openssl that works in Chrome 58
My solution: openssl req \ -newkey rsa:2048 \ -x509 \ -nodes \ -keyout server.key \ -new \ -out server.crt \ -subj /CN=dev.mycompany.com \ -reqexts SAN \ -extensions SAN \ -config <(cat /System/Library/OpenSSL/openssl.cnf \ <(printf ‘[SAN]\nsubjectAltName=DNS:dev.mycompany.com’)) \ -sha256 \ -days 3650 Status: Works for me