https://docs.github.com/en/authentication/connecting-to-github-with-ssh/about-ssh ssh-config-bad-configuration-option-usekeychain-on-mac-os-sierra-10-12-6 ssh-key-still-asking-for-password-and-passphrase

when using ssh-add to add to keychain, don’t use brew’s openssl, use stock apple one: /usr/local/ssh-add -K ....