Homebrew, OpenSSL and PowerShell

On Mac, PowerShell really, really wants to specifically use OpenSSL version 1.0. Unfortunately, homebrew switched to OpenSSL version 1.1 in v2.2, because OpenSSL 1.0 is end-of-life. This fixes it (for now at least): brew uninstall openssl –ignore-dependencies brew uninstall openssl –ignore-dependencies brew install References: My comment on GitHub