>> Actually on a Pi ???sudo??? is normally password-free, wjich is probably enough to make some people???s heads explode, but there y???are.

There's no reason anyone should let their head explode about that.
There are definitely use-cases for it, particularly in Pi
applications.

> Yes, on raspbian it will probably work. The tricky bit is that if you do
> need to enter a password, sudo will read the password from the controlling
> terminal the Squeak VM process, represented by /dev/tty. That more or less
> equates to your keyboard. There is no easy way for Squeak to insert a keyboard
> wedge to supply the password keystrokes, which of course is exactly what
> was intended from a security point of view.

I would just:

  OSProcess command: 'xterm -e "sudo shutdown now"'