Export and sharing a connection configuration.

A nifty feature would be the ability to select a connection and export it in a password protected file to send to a peer who would then use WinSCP to import the configuration.

In this manner, I could easily help family get set up wherever they are, home, work, school, etc.

You can generate a URL for your session settings:
https://winscp.net/eng/docs/ui_generateurl
If you check all the options, all your settings will be serialized into the URL. You can then send the URL to your peers. Though that does not handle the encryption. But you can save the URL e.g. to a password-protected ZIP file.