Recently I've been annoyed by the strange cURL SSL errors that have been producing on my macOS. I've read that reinstalling cURL with option --with-openssl solves the issue, but it turns out to be error: invalid option: --with-openssl.
I'll go straight to the point: homebrew team removed all install options for curl recently, and people should use curl-openssl instead.
So run the following to switch:
brew upgrade
brew uninstall curl
brew install curl-openssl
echo 'export PATH="/usr/local/opt/curl-openssl/bin:$PATH"' >> ~/.zshrc