Claude said it couldn't do something, and the way around that was too tell it "yes you can".

  >kill dragon

  With what?  Your bare hands?
  >yes

  Congratulations!  You have just vanquished a dragon with your bare
  hands!  (Unbelievable, isn't it?)

\> kill dragon

-bash: kill: dragon: arguments must be process or job IDs

\> sudo kill dragon

-bash: Congratulations! You have just vanquished a dragon with your bare hands!

So, passwordless sudo, got it.