Similar to the "Generate and Play" an "Auto Re-Generate Chords" button that will create chords akin to the melodist, but chords at random.

+1 that's a good 'un.

Has potential I guess for some users.
+1

Have you checked out the chord reharmonisation options that are found under "Edit | Chords". It sounds like these might be useful for you.

Yes, it is not auto in the sense of building ordinary chords.