The large flaggers don't seem to be particularly concerned with earning on their main accounts, and they are capable of making many alternate accounts and posting from them. Attacking their reputation with flags, or earnings when they use most of their stake to downvote, therefore seems mostly pointless from a game-theory perspective.
No judgment, it is what it is.
Probably the only thing that could affect this particular user is in the witness department. I see he enjoys automation, he probably is a good dev!
I still (optimistically) think maybe we can all get along ;p