Now, the whole thing, the Chaster site, is set up as a webapp, and it had for a long time an API interface that could be used to script stuff externally (after getting the appropriate credentials of course), but that's another story.

Not quite. A few months back Chaster added an extension that lets you automate/program stuff following an algorithm, with basic decision and execution blocks and such.

Well, "my boy" is actually me...