I’ll show you how to configure macOS Sierra to stop displaying Enter passphrase for key ‘/Users/yourname/.ssh/id_rsa’: every time after upgrading to macOS Sierra.

For example, when you git pull from GitHub, the Terminal displays the message Enter passphrase for key every time.

$ git pull

Your branch is up-to-date with 'origin/master'.
Enter passphrase for key '/Users/yourname/.ssh/id_rsa':

This problem can be solved by adding the following configuration to ~/.ssh/config:

Host *
   UseKeychain yes
   AddKeysToAgent yes

macOS Sierra probably changed the default behavior to be more secure, requiring developers to handle this individually.

That’s all from the Gemba.