I mean if its actual people doing the voting, rather than just bots, shouldn't this be handled in a less software-focused way?
What I'd say is treat it like police detective work, have someone go undercover, act as if it was like any other human 'crime' syndicate...
2) There is the question of labor. I doubt TheSixtyOne has a large enough staff to devote one or more employees to the task of infiltration. Infiltration is not the easiest skill to just pick up. Nor are voting rings actually made up of multiple people. As the test prompt states, it could just be one person with multiple sockpuppets. How do you infiltrate a one-person voting ring?
This should go on a list of startup koans somewhere.